Welcome to LookChem.com Sign In|Join Free

CAS

  • or

1378388-35-2

Post Buying Request

1378388-35-2 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

1378388-35-2 Usage

General Description

The chemical (3S,5S)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)pyrrolidine-3-carboxylic acid is a compound with the molecular formula C14H23NO6. (3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid is a derivative of pyrrolidine-3-carboxylic acid, with tert-butoxycarbonyl and methoxycarbonyl groups attached to the 1 and 5 positions, respectively. It is commonly used as a building block in organic synthesis and as a protecting group for amines and carboxylic acids. (3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid has potential applications in the pharmaceutical and chemical industries, particularly in the synthesis of peptides and other complex organic molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 1378388-35-2 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,3,7,8,3,8 and 8 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1378388-35:
(9*1)+(8*3)+(7*7)+(6*8)+(5*3)+(4*8)+(3*8)+(2*3)+(1*5)=212
212 % 10 = 2
So 1378388-35-2 is a valid CAS Registry Number.

1378388-35-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (3S,5S)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)pyrrolidine-3-carboxylic acid

1.2 Other means of identification

Product number -
Other names (3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1378388-35-2 SDS

1378388-35-2Synthetic route

(2S,4S)-N-(tert-butyloxycarbonyl)pyrrolidine-2,4-dicarboxylic acid dimethyl ester
1378388-30-7

(2S,4S)-N-(tert-butyloxycarbonyl)pyrrolidine-2,4-dicarboxylic acid dimethyl ester

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
With water; sodium hydroxide In tert-Amyl alcohol at 0℃; for 5.25h; Cooling with ice;70%
Stage #1: (2S,4S)-N-(tert-butyloxycarbonyl)pyrrolidine-2,4-dicarboxylic acid dimethyl ester With water; sodium hydroxide In tetrahydrofuran at 0℃; for 5h;
Stage #2: With hydrogenchloride In water
70%
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 5.25h;70%
(2S,4S)-4-cyano-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester
487048-28-2

(2S,4S)-4-cyano-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C
1.2: 12 h / 20 °C
2.1: water; sodium hydroxide / tert-Amyl alcohol / 5.25 h / 0 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 1,4-dioxane; methanol / 16 h / 20 °C
1.3: 12 h / 20 °C
2.1: sodium hydroxide; water / tetrahydrofuran / 5 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C
1.2: 12 h / 20 °C
2.1: sodium hydroxide; water / tetrahydrofuran / 5 h / 0 °C
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; ethyl acetate / 12 h / 20 °C
2: sodium hydroxide / tetrahydrofuran; water / 5.25 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1.1: ethyl acetate / 0.1 h / Industrial scale
2.1: water; sodium hydroxide / tetrahydrofuran / -1 °C / Industrial scale
2.2: pH 1 / Industrial scale
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 16 h / 20 °C
2: sodium hydroxide / tetrahydrofuran / 5 h / 0 °C
View Scheme
C8H13NO4*ClH

C8H13NO4*ClH

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; ethyl acetate / 12 h / 20 °C
2: sodium hydroxide / tetrahydrofuran; water / 5.25 h / 0 °C
View Scheme
(2S,4S)-pyrrolidine-2,4-dicarboxylic acid dimethyl ester
64750-03-4

(2S,4S)-pyrrolidine-2,4-dicarboxylic acid dimethyl ester

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 16 h / 20 °C
2: sodium hydroxide / tetrahydrofuran / 5 h / 0 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(hydroxymethyl)-pyrrolidine-2-carboxylic acid methyl ester
1194059-42-1

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(hydroxymethyl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: (3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 0.75h;
Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran at 0℃; for 2h;
60%
Multi-step reaction with 2 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
2: sodium tetrahydroborate / tetrahydrofuran; water / 2 h / 0 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(hydroxymethyl)-pyrrolidine-2-carboxylic acid methyl ester
1194059-42-1

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(hydroxymethyl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: (3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid; chloroformic acid ethyl ester With triethylamine In tetrahydrofuran at 0℃; for 0.75h;
Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran at 0℃; for 2h;
60%
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,5S)-2-(2-(9-((2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 5-methylpyrrolidine-1,2-dicarboxylate
1378390-61-4

(2S,5S)-2-(2-(9-((2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 5-methylpyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-(5-{2-[(2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidine-1-carboxylate
1378390-63-6

tert-butyl (2S,4S)-2-(5-{2-[(2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 24 h / 110 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

C32H34N6O2*(x)ClH

C32H34N6O2*(x)ClH

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 24 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 505 h / 40 °C
8: hydrogenchloride / dichloromethane; 1,4-dioxane; methanol / 1.5 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S,3S)-1-[(2S,5S)-2-(5-{2-[(2S,4S)-1-{(2S,3S)-2-[(methoxycarbonyl)amino]-3-methylpentanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidin-l-yl]-3-methyl-1-oxopentan-2-yl}carbamate
1377049-78-9

methyl {(2S,3S)-1-[(2S,5S)-2-(5-{2-[(2S,4S)-1-{(2S,3S)-2-[(methoxycarbonyl)amino]-3-methylpentanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidin-l-yl]-3-methyl-1-oxopentan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 24 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 505 h / 40 °C
8: hydrogenchloride / dichloromethane; 1,4-dioxane; methanol / 1.5 h
9: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-(5-{2-[(2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidine-1-carboxylate
1378390-65-8

tert-butyl (2S,4S)-2-(5-{2-[(2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 24 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 505 h / 40 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-2-(2-(9-((2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-methylpyrrolidine-1,2-dicarboxylate
1378390-71-6

(2S,4S)-2-(2-(9-((2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-methylpyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 16 h / 50 °C
View Scheme
Multi-step reaction with 4 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 16 h / 50 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,5S)-2-(9-{2-[(2S,5S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,4,5,11-tetrahydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate
1378390-72-7

tert-butyl (2S,5S)-2-(9-{2-[(2S,5S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,4,5,11-tetrahydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 16 h / 50 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 20 h / 110 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-[5-(2-{(2S,4S)-1-[N-(methoxycarbonyl)-L-valyl]-4-(methoxymethyl)pyrrolidin-2-yl}-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-methylpyrrolidine-1-carboxylate
1378390-73-8

tert-butyl (2S,4S)-2-[5-(2-{(2S,4S)-1-[N-(methoxycarbonyl)-L-valyl]-4-(methoxymethyl)pyrrolidin-2-yl}-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-methylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 16 h / 50 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 20 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 15 h / 35 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

C32H34N6O2*(x)ClH

C32H34N6O2*(x)ClH

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 16 h / 50 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 20 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 15 h / 35 °C
8: hydrogenchloride / dichloromethane; 1,4-dioxane; methanol / 5 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S,3R)-3-methoxy-1-[(2S,4S)-2-[9-(2-{(2S,4S)-1-[N-(methoxycarbonyl)-O-methyl-L-threonyl]-4-methylpyrrolidin-2-yl}-1H-imidazol-5-yl)-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-2-yl]-4-(methoxymethyl)pyrrolidin-1-yl]-1-oxobutan-2-yl}carbamate
1377604-60-8

methyl {(2S,3R)-3-methoxy-1-[(2S,4S)-2-[9-(2-{(2S,4S)-1-[N-(methoxycarbonyl)-O-methyl-L-threonyl]-4-methylpyrrolidin-2-yl}-1H-imidazol-5-yl)-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-2-yl]-4-(methoxymethyl)pyrrolidin-1-yl]-1-oxobutan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 16 h / 50 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 20 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 15 h / 35 °C
8: hydrogenchloride / dichloromethane; 1,4-dioxane; methanol / 5 h
9: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.58 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-1-tert-butyl 2-(2-oxo-2-(8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)ethyl) 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate
1378391-39-9

(2S,4S)-1-tert-butyl 2-(2-oxo-2-(8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)ethyl) 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-2-(2-(9-bromo-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate
1378391-42-4

(2S,4S)-2-(2-(9-bromo-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: borane-THF / 2-methyltetrahydrofuran; tetrahydrofuran / 25 °C / Industrial scale
2.1: water; sodium hydroxide / tert-butyl methyl ether / 2 h / 0.1 - 0.2 °C / Industrial scale
2.2: 0.2 h / 0.5 °C / Industrial scale
3.1: sodium t-butanolate / tetrahydrofuran / 0 h / 0.1 - 0.2 °C / Industrial scale
4.1: potassium carbonate / dichloromethane / 0.2 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2R,4R)-1-tert-butyl 2-(2-(9-((2S,5S)-1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-5-methylpyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate
1378391-43-5

(2R,4R)-1-tert-butyl 2-(2-(9-((2S,5S)-1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-5-methylpyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
View Scheme
Multi-step reaction with 6 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,4,5,11-tetrahydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate
1378391-44-6

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,4,5,11-tetrahydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
View Scheme
Multi-step reaction with 7 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate
1378391-45-7

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
View Scheme
Multi-step reaction with 8 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
8.1: manganese(IV) oxide / dichloromethane / 13 h
View Scheme
Multi-step reaction with 9 steps
1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
4.1: borane dimethyl sulfide complex / tetrahydrofuran / 22 h / 0 - 20 °C
5.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium bromide; sodium hydrogencarbonate; sodium hypochlorite / dichloromethane; water / 2 h / 20 °C
6.1: ammonium hydroxide / water; methanol / 20 °C
7.1: iodine; sodium carbonate / 1,4-dioxane / Darkness
8.1: sodium thiosulfate / ethanol; water / 22 h / 90 - 100 °C
9.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0); (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; dimethyl sulfoxide / 5 h / 95 °C / Inert atmosphere
View Scheme
Multi-step reaction with 9 steps
1.1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / dichloromethane / 3 h / 0 - 20 °C
3.1: methanol; lithium hydroxide / tetrahydrofuran / 2 h / 20 °C
4.1: dimethylsulfide borane complex / tetrahydrofuran / 22 h / 0 - 20 °C
5.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite; sodium bromide / dichloromethane / 2 h / 20 °C
6.1: ammonium hydroxide / water; methanol / 20 °C
7.1: iodine; sodium carbonate / 1,4-dioxane / Darkness
8.1: sodium dithionite / ethanol; water / 22 h / 90 - 100 °C
9.1: tetrakis(triphenylphosphine) palladium(0); (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / 1,4-dioxane; dimethyl sulfoxide / 5 h / 95 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

C39H45N7O5*(x)ClH

C39H45N7O5*(x)ClH

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
10: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S,3S)-1-[(2S,4S)-2-(5-{2-[(2S,5S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-5-methylpyrrolidin-2-yl]-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl}carbamate
1377050-41-3

methyl {(2S,3S)-1-[(2S,4S)-2-(5-{2-[(2S,5S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-5-methylpyrrolidin-2-yl]-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
10: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
11: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.1 h
View Scheme
Multi-step reaction with 9 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
8.1: manganese(IV) oxide / dichloromethane / 13 h
9.1: hydrogenchloride / dichloromethane / 1 h / 20 °C
9.2: 0.1 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(1R)-2-[(2S,4S)-2-(5-{2-[(2S,5S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-5-methylpyrrolidin-2-yl]-1,4,5,11-tetrahydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidin-1-yl]-2-oxo-1-phenylethyl}carbamate
1377604-63-1

methyl {(1R)-2-[(2S,4S)-2-(5-{2-[(2S,5S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-5-methylpyrrolidin-2-yl]-1,4,5,11-tetrahydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidin-1-yl]-2-oxo-1-phenylethyl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: hydrogenchloride / dichloromethane; 1,4-dioxane / 0.5 h / 20 °C
10: N-ethyl-N,N-diisopropylamine; 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate / N,N-dimethyl-formamide / 0.33 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-1-tert-butyl 2-methyl 4-((difluoromethoxy)methyl)pyrrolidine-1,2-dicarboxylate
1378392-78-9

(2S,4S)-1-tert-butyl 2-methyl 4-((difluoromethoxy)methyl)pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: copper(l) iodide / acetonitrile / 1 h / 45 °C
View Scheme
Multi-step reaction with 2 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: copper(l) iodide / acetonitrile / 1 h / 45 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-1-(tert-butoxycarbonyl)-4-((difluoromethoxy)methyl)pyrrolidine-2-carboxylic acid
1378389-61-7

(2S,4S)-1-(tert-butoxycarbonyl)-4-((difluoromethoxy)methyl)pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: copper(l) iodide / acetonitrile / 1 h / 45 °C
4: water; lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: copper(l) iodide / acetonitrile / 1 h / 45 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 1 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate
1377049-84-7

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
10: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
11: N-ethyl-N,N-diisopropylamine; 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C
View Scheme
Multi-step reaction with 9 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
8.1: manganese(IV) oxide / dichloromethane / 13 h
9.1: hydrogenchloride / ethanol / 3 h / 50 °C
9.2: 2 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: hydrogenchloride / dichloromethane; 1,4-dioxane / 0.5 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate
1377049-87-0

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
10: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
11: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 3 h
View Scheme
Multi-step reaction with 9 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
8.1: manganese(IV) oxide / dichloromethane / 13 h
9.1: hydrogenchloride / ethanol / 3 h / 50 °C
9.2: 3 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2S,3S)-3-methoxy-2-[(methoxycarbonyl)amino]butanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate
1377050-15-1

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2S,3S)-3-methoxy-2-[(methoxycarbonyl)amino]butanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
10: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
11: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 3 h
View Scheme
Multi-step reaction with 9 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
8.1: manganese(IV) oxide / dichloromethane / 13 h
9.1: hydrogenchloride / ethanol / 3 h / 50 °C
9.2: 3 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(methoxymethyl)-pyrrolidine-2-carboxylic acid methyl ester
1378388-37-4

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(methoxymethyl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
2: sodium tetrahydroborate / tetrahydrofuran; water / 2 h / 0 °C
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(methoxymethyl)-pyrrolidine-2-carboxylic acid
1378388-16-9

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(methoxymethyl)-pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
2: sodium tetrahydroborate / tetrahydrofuran; water / 2 h / 0 °C
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C
4: lithium hydroxide / tetrahydrofuran; methanol; water / 2 h / 20 °C
View Scheme

1378388-35-2Downstream Products

1378388-35-2Relevant articles and documents

Compound used for inhibiting hepatitis C virus, and pharmaceutical applications thereof

-

Paragraph 0018; 0021, (2018/04/01)

The invention relates to a compound which is represented by formula I, is used for inhibiting hepatitis C virus, and possesses excellent bioavailability, and a nontoxic pharmaceutically acceptable salt thereof. The compound possesses extremely high inhibition effect on HCV of all genotypes. In the formula I, R is used for representing hydrogen atom, glycyl, L-alanyl, L-leucyl, L-valyl, or L-isoleucyl.

ANTIVIRAL COMPOUNDS

-

Paragraph 0320; 0322, (2015/12/31)

The disclosure is related to anti-viral compounds, compositions containing such compounds, and therapeutic methods that include the administration of such compounds, as well as to processes and intermediates useful for preparing such compounds.

ANTIVIRAL COMPOUNDS

-

Paragraph 0258, (2014/07/08)

The disclosure is related to anti-viral compounds, compositions containing such compounds, and therapeutic methods that include the administration of such compounds, as well as to processes and intermediates useful for preparing such compounds.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 1378388-35-2