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101385-93-7

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101385-93-7 Usage

Chemical Properties

Brown Oil

Uses

Different sources of media describe the Uses of 101385-93-7 differently. You can refer to the following data:
1. In the Synthesis and antibacterial evaluation of a novel series of rifabutin-like spirorifamycins 1-Boc-3-pyrrolidinone is used.
2. Used in a study of asymmetric hydrogen-transfer bioreduction of ketones with Leifsonia alcohol dehydrogenase.

Check Digit Verification of cas no

The CAS Registry Mumber 101385-93-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,1,3,8 and 5 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 101385-93:
(8*1)+(7*0)+(6*1)+(5*3)+(4*8)+(3*5)+(2*9)+(1*3)=97
97 % 10 = 7
So 101385-93-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H15NO3/c1-9(2,3)13-8(12)10-5-4-7(11)6-10/h4-6H2,1-3H3

101385-93-7 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (H27023)  1-Boc-3-pyrrolidinone, 97%   

  • 101385-93-7

  • 1g

  • 776.0CNY

  • Detail
  • Alfa Aesar

  • (H27023)  1-Boc-3-pyrrolidinone, 97%   

  • 101385-93-7

  • 10g

  • 4776.0CNY

  • Detail
  • Aldrich

  • (637564)  N-Boc-3-pyrrolidinone  97%

  • 101385-93-7

  • 637564-1G

  • 746.46CNY

  • Detail
  • Aldrich

  • (637564)  N-Boc-3-pyrrolidinone  97%

  • 101385-93-7

  • 637564-10G

  • 4,520.88CNY

  • Detail

101385-93-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(tert-Butoxycarbonyl)-3-pyrrolidinone

1.2 Other means of identification

Product number -
Other names tert-Butyl 3-Oxopyrrolidine-1-carboxylate

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:101385-93-7 SDS

101385-93-7Synthetic route

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine
103057-44-9

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 2.08333h;
Stage #2: With triethylamine In dichloromethane at -78 - 20℃; for 3h;
100%
With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine In dichloromethane at -60 - 20℃; for 1.5h;97%
With Dess-Martin periodane In dichloromethane97%
(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
101469-92-5

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 48h;81%
With Dess-Martin periodane In dichloromethane at 20℃; for 18h; Inert atmosphere;
N-benzyl-3-pyrrolidinone
775-16-6

N-benzyl-3-pyrrolidinone

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In ethanol at 20℃; under 760.051 Torr;79%
(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate
109431-87-0

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 0.2h; Inert atmosphere;77.3%
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;77.3%
With pyridine-SO3 complex; triethylamine In dimethyl sulfoxide at 20℃;34%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; triethylamine In acetone at 150℃; Flow reactor;40 %Spectr.
With sulfur trioxide trimethylamine complex; triethylamine In dimethyl sulfoxide at 20℃; for 18h;
4-oxo-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester
146256-98-6

4-oxo-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With water In dimethyl sulfoxide at 120 - 130℃; for 4h; Krapcho reaction;70%
With 2,6-di-tert-butyl-4-methyl-phenol In water; dimethyl sulfoxide; toluene for 6h; Reagent/catalyst; Solvent;10.8 g
3-amino-1-(t-butoxycarbonyl)pyrrolidine
186550-13-0

3-amino-1-(t-butoxycarbonyl)pyrrolidine

A

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

B

(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester
147081-49-0

(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With ω-transaminase from Alcaligenes denitrificans; pyridoxal 5'-phosphate; 2-oxo-propionic acid In sodium phosphate buffer at 37℃; for 7h; pH=8; kinetic resolution; Enzymatic reaction; enantioselective reaction;A 44%
B 39%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOH / H2O; tetrahydrofuran / 20 °C
2: triethylamine; trioxide-trimethylamine complex / dimethylsulfoxide / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: NaHCO3 / tetrahydrofuran / 14 h
2: tetrapropylammonium perruthenate; NMO; 4A molecular sieves / CH2Cl2; acetonitrile / 1 h
View Scheme
Multi-step reaction with 3 steps
1: CH2Cl2 / 1 h / 20 °C
2: NaOEt / ethanol / 3 h / Heating
3: 70 percent / H2O / dimethylsulfoxide / 4 h / 120 - 130 °C
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1.) NaH; 2.) SOCl2

1.) NaH; 2.) SOCl2

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOH / H2O; tetrahydrofuran / 20 °C
2: DMSO; SO3*NMe3; triethylamine / 20 °C
View Scheme
3-(tert-butoxycarbonyl-ethoxycarbonylmethyl-amino)-propionic acid ethyl ester
146256-97-5

3-(tert-butoxycarbonyl-ethoxycarbonylmethyl-amino)-propionic acid ethyl ester

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOEt / ethanol / 3 h / Heating
2: 70 percent / H2O / dimethylsulfoxide / 4 h / 120 - 130 °C
View Scheme
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 79 percent / Et3N / dioxane; H2O / 2 h / Ambient temperature
2: 35 percent / PCC / CH2Cl2 / 4 h / Ambient temperature
View Scheme
pyrrolidin-3-ol
40499-83-0

pyrrolidin-3-ol

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

oxalyl dichloride
79-37-8

oxalyl dichloride

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate
109431-87-0

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane; water; dimethyl sulfoxide; ethyl acetate; benzene
With triethylamine In dichloromethane; water; dimethyl sulfoxide; ethyl acetate; benzene
oxalyl dichloride
79-37-8

oxalyl dichloride

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine
103057-44-9

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With dimethyl sulfoxide; triethylamine In tetrahydrofuran; water
N-benzyl-3-pyrrolidinone
775-16-6

N-benzyl-3-pyrrolidinone

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

pyrrolidin-3-one sulfate

pyrrolidin-3-one sulfate

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: pyrrolidin-3-one sulfate With sodium hydroxide In water at 0℃; pH=Ca. 7; Inert atmosphere; Glovebox;
Stage #2: di-tert-butyl dicarbonate In dichloromethane; water pH=9 - 10; Inert atmosphere; Glovebox;
564 mg
benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-(benzyl(methyl)amino)pyrrolidine-1-carboxylate
862906-27-2

tert-butyl 3-(benzyl(methyl)amino)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: benzyl-methyl-amine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In dichloromethane at 0 - 20℃; for 2h;
Stage #2: With water; sodium hydrogencarbonate In dichloromethane
100%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; Inert atmosphere;76%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 25℃;
tryptamine
61-54-1

tryptamine

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

spiro

spiro

Conditions
ConditionsYield
Stage #1: tryptamine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With acetic acid at 100℃; for 4.5h;
Stage #2: With hydrogenchloride In 1,4-dioxane at 20℃;
100%
7-methyltryptamine
14490-05-2

7-methyltryptamine

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

8-methyl-2,3,4,9-tetrahydrospiro[β-carboline-1,3'-pyrrolidine] dihydrochloride

8-methyl-2,3,4,9-tetrahydrospiro[β-carboline-1,3'-pyrrolidine] dihydrochloride

Conditions
ConditionsYield
Stage #1: 7-methyltryptamine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With acetic acid at 100℃; for 4.5h;
Stage #2: With hydrogenchloride In 1,2-dioxacyclohexane at 20℃;
100%
4-methoxybenzenesulfonyl hydrazide
1950-68-1

4-methoxybenzenesulfonyl hydrazide

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-(2-((4-methoxyphenyl)sulfonyl)-hydrazono)pyrrolidine-1-carboxylate
1510865-63-0

tert-butyl 3-(2-((4-methoxyphenyl)sulfonyl)-hydrazono)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
In methanol at 20℃; Schlenk technique;100%
trimethyl phosphonoacetate
5927-18-4

trimethyl phosphonoacetate

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-(2-methoxy-2-oxoethylidene)pyrrolidine-1-carboxylate
441773-67-7

tert-butyl 3-(2-methoxy-2-oxoethylidene)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: trimethyl phosphonoacetate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.333333h;
Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran; mineral oil at 0 - 20℃; for 16h;
100%
Stage #1: trimethyl phosphonoacetate With potassium tert-butylate In tetrahydrofuran at 0℃; for 2.5h;
Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran at 0℃; for 1h;
92.8%
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine
103057-44-9

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

Conditions
ConditionsYield
With sodium tetrahydroborate; ethanol at 0 - 20℃; for 4h;99%
Stage #1: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tetrahydroborate In methanol at 0℃; for 0.25h;
Stage #2: With hydrogenchloride; water In methanol pH=~ 9;
98.9%
With methanol; sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 0.666667h;98%
With sodium tetrahydroborate In methanol at 25℃; for 1h;91%
With sodium tetrahydroborate
toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-(2-tosylhydrazono)-pyrrolidine-1-carboxylate
1510865-62-9

tert-butyl 3-(2-tosylhydrazono)-pyrrolidine-1-carboxylate

Conditions
ConditionsYield
In methanol at 20℃; Schlenk technique;99%
In methanol at 20℃; Inert atmosphere;92%
2-(5-amino-2',4'-dioxo-2,3-dihydrospiro[indene-1,5'-oxazolidine]-3'-yl)-N-((S)-1-cyclopropylethyl)-N-(4-fluorobenzyl)acetamide

2-(5-amino-2',4'-dioxo-2,3-dihydrospiro[indene-1,5'-oxazolidine]-3'-yl)-N-((S)-1-cyclopropylethyl)-N-(4-fluorobenzyl)acetamide

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-(3'-(2(((S)-1-cyclopropylethyl)(4-fluorobenzyl)amino)-2-oxoethyl)-2',4'-dioxo-2,3-dihydrospiro[indene-1,5'-oxazolidine]-5-ylamino)pyrrolidine-1-carboxylate

tert-butyl 3-(3'-(2(((S)-1-cyclopropylethyl)(4-fluorobenzyl)amino)-2-oxoethyl)-2',4'-dioxo-2,3-dihydrospiro[indene-1,5'-oxazolidine]-5-ylamino)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In methanol at 20℃;99%
5-nitrooxindole
20870-79-5

5-nitrooxindole

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-(5-nitro-2-oxoindolin-3-ylidene)pyrrolidine-1-carboxylate

tert-butyl 3-(5-nitro-2-oxoindolin-3-ylidene)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With ammonia In methanol for 2h; Heating / reflux;97%
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

tert-butyl 3-hydroxy-3-((trimethylsilyl)ethynyl)pyrrolidine-1-carboxylate

tert-butyl 3-hydroxy-3-((trimethylsilyl)ethynyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran at 20℃; for 0.666667h;
97%
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran; hexane at -78 - 20℃; for 1.33333h;
90%
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran; hexane at -78 - 20℃; for 1.33333h; Inert atmosphere;
90%
C14H16F3N3O3*C2HF3O2
1415318-48-7

C14H16F3N3O3*C2HF3O2

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

C23H31F3N4O5
1415318-53-4

C23H31F3N4O5

Conditions
ConditionsYield
Stage #1: C14H16F3N3O3*C2HF3O2; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With magnesium sulfate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 0.0833333h;
Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran
95%
2-Amino-4-methoxy-5-oxazol-5-yl-benzamide
553677-82-0

2-Amino-4-methoxy-5-oxazol-5-yl-benzamide

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl-7'-methoxy-6'-(1,3-oxazol-5-yl)-4'-oxo-3',4'-dihydro-1H,1'H-spiro[pyrrolidine-3,2'-quinazoline]-1-carboxylate

tert-butyl-7'-methoxy-6'-(1,3-oxazol-5-yl)-4'-oxo-3',4'-dihydro-1H,1'H-spiro[pyrrolidine-3,2'-quinazoline]-1-carboxylate

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 80℃; for 3.5h;94%
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

2-methyl-1-pyrrolidine
765-38-8

2-methyl-1-pyrrolidine

2-methyl-[1,3']bipyrrolidinyl-1'-carboxylic acid tert-butyl ester
1146415-31-7

2-methyl-[1,3']bipyrrolidinyl-1'-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: 2-methyl-1-pyrrolidine With hydrogenchloride In diethyl ether; 1,2-dichloro-ethane
Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃;
Stage #3: With water; sodium hydrogencarbonate In 1,2-dichloro-ethane
94%
Stage #1: 2-methyl-1-pyrrolidine With hydrogenchloride In diethyl ether; dichloromethane
Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃;
Stage #3: With water; sodium hydrogencarbonate In 1,2-dichloro-ethane
94%
Stage #1: 2-methyl-1-pyrrolidine With hydrogenchloride In diethyl ether; 1,2-dichloro-ethane
Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃;
Stage #3: With water; sodium hydrogencarbonate In 1,2-dichloro-ethane
94%
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; Inert atmosphere;94%
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃;84%
2-methyl-1H-pyrroline
872-32-2

2-methyl-1H-pyrroline

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

2-methyl-[1,3']bipyrrolidinyl-1'-carboxylic acid tert-butyl ester
1146415-31-7

2-methyl-[1,3']bipyrrolidinyl-1'-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: 2-methyl-1H-pyrroline; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Inert atmosphere;
Stage #2: With sodium hydrogencarbonate In water; 1,2-dichloro-ethane
94%
4-iodo-2-(trifluoromethyl)benzonitrile
101066-87-9

4-iodo-2-(trifluoromethyl)benzonitrile

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-(4-cyano-3-(trifluoromethyl)phenyl)pyrrolidine-1-carboxylate

tert-butyl 3-(4-cyano-3-(trifluoromethyl)phenyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.333333h;
Stage #2: With N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at 20℃; for 1h;
Stage #3: 4-iodo-2-(trifluoromethyl)benzonitrile Further stages;
94%
2,4,6-trimethylbenzenesulfonohydrazide
16182-15-3

2,4,6-trimethylbenzenesulfonohydrazide

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl (E)-3-(2-(mesitylsulfonyl)hydrazineylidene)pyrrolidine-1-carboxylate

tert-butyl (E)-3-(2-(mesitylsulfonyl)hydrazineylidene)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
In methanol at 20℃;94%
sodium cyanide
773837-37-9

sodium cyanide

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

HARV-120823-2
871115-54-7

HARV-120823-2

Conditions
ConditionsYield
With ammonium acetate In methanol at 20℃;93%
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

methylamine
74-89-5

methylamine

tert‐butyl 3‐(methylamino)pyrrolidine‐1‐carboxylate
454712-26-6

tert‐butyl 3‐(methylamino)pyrrolidine‐1‐carboxylate

Conditions
ConditionsYield
Stage #1: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester; methylamine In methanol at 0 - 20℃; for 2h;
Stage #2: With methanol; sodium tetrahydroborate at 20℃; for 1h;
92.5%
With 5%-palladium/activated carbon; hydrogen In methanol at 60℃; under 2585.81 Torr;52%
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃; for 16h;
With D-glucose; glucose dehydrogenase CDX-901; imine reductase 91 from Kribbella flavida DSM 17836; nicotinamide adenine dinucleotide phosphate In aq. buffer at 25℃; for 24h; pH=9; Enzymatic reaction;
Stage #1: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester; methylamine In methanol for 1h;
Stage #2: With methanol; sodium tris(acetoxy)borohydride for 4h;
Stage #3: With water; sodium hydrogencarbonate In dichloromethane
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate
109431-87-0

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

Conditions
ConditionsYield
With recombinant Chryseobacterium sp. CA 49 ketoreductase; nicotinamide adenine dinucleotide In aq. phosphate buffer; isopropyl alcohol at 40℃; for 10h; pH=7.0; Reagent/catalyst; Enzymatic reaction; stereoselective reaction;92%
With Leifsonia sp. S749 cells alcohol dehydrogenase; nicotinamide adenine dinucleotide; isopropyl alcohol In phosphate buffer at 25℃; for 24h; pH=7.0;24%
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; 3,3'-[(1R,2R)-1-amino-2-(4-dodecylphenylsulfonamido)ethane-1,2-diyl]bis(N,N,N-trimethylbenzenaminium)diiodide; sodium formate In water at 5℃; for 48h; enantioselective reaction;n/a
methylmagnesium bromide
75-16-1

methylmagnesium bromide

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

rac-tert-butyl 3-hydroxy-3-methylpyrrolidine-1-carboxylate
412278-02-5

rac-tert-butyl 3-hydroxy-3-methylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
In diethyl ether at 20℃; for 1h; Inert atmosphere;92%
Stage #1: methylmagnesium bromide With lithium chloride; zinc(II) chloride In tetrahydrofuran; diethyl ether at -10℃; for 1h;
Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran; diethyl ether for 0.5h;
83.8%
With lithium chloride; zinc(II) chloride In tetrahydrofuran; diethyl ether83.8%
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-Butyl 3-azetidin-1-ylpyrrolidine-1-carboxylate
1018442-99-3

tert-Butyl 3-azetidin-1-ylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: azetidine hydrochloride; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃;
Stage #2: With potassium carbonate In dichloromethane; water for 0.5h;
92%
isoquinolin-5-ylamine
1125-60-6

isoquinolin-5-ylamine

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

N-(pyrrolidin-3-yl)isoquinolin-5-amine
1035096-80-0

N-(pyrrolidin-3-yl)isoquinolin-5-amine

Conditions
ConditionsYield
Stage #1: isoquinolin-5-ylamine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In acetic acid at 0 - 20℃;
Stage #2: With hydrogenchloride In diethyl ether for 6h;
92%
N-methoxylamine hydrochloride
593-56-6

N-methoxylamine hydrochloride

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

3-methoxyimino-pyrrolidine-1-carboxylic acid tert-butyl ester
654638-70-7

3-methoxyimino-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; ethanol at 40℃; for 1h;90%
With potassium carbonate In ethanol at 20℃;
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

N-Boc-3-hydroxyiminopyrrolidine
150008-25-6

N-Boc-3-hydroxyiminopyrrolidine

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In tetrahydrofuran; ethanol at 20℃; for 1h;90%
1-indoline
496-15-1

1-indoline

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

3-(2,3-dihydro-1H-indol-1-yl)pyrrolidine-1-carboxylic acid tert-butyl ester
1063408-78-5

3-(2,3-dihydro-1H-indol-1-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane for 24h;90%
Stage #1: 1-indoline; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium cyanoborohydride; acetic acid In methanol at 0 - 20℃; for 3h;
Stage #2: With sodium hydroxide; water In methanol
87%
With sodium cyanoborohydride; acetic acid In methanol at 0 - 20℃; for 3h; Inert atmosphere;87%
4-but-1-enylmagnesium bromide
7103-09-5

4-but-1-enylmagnesium bromide

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-(but-3-en-1-yl)-3-hydroxypyrrolidine-1-carboxylate
1446012-35-6

tert-butyl 3-(but-3-en-1-yl)-3-hydroxypyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 4-but-1-enylmagnesium bromide With cerium chloride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;
Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
90%
t-butoxycarbonylhydrazine
870-46-2

t-butoxycarbonylhydrazine

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

C14H25N3O4
1189770-77-1

C14H25N3O4

Conditions
ConditionsYield
In ethanol at 20℃; for 2h;89%
nitromethane
75-52-5

nitromethane

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

C10H18N2O5

C10H18N2O5

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 15h;88.9%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

C13H21N3O4

C13H21N3O4

Conditions
ConditionsYield
Stage #1: glycine ethyl ester hydrochloride With triethylamine In dichloromethane for 0.166667h;
Stage #2: trimethylsilyl cyanide; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With acetic acid In dichloromethane at 15 - 60℃; for 2h;
88.3%

101385-93-7Relevant articles and documents

Identification of Novel Colored Compounds Containing Pyrrole and Pyrrolinone Structures Formed by Maillard Reactions of Pentoses and Primary Amino Acids

Hofmann, Thomas

, p. 3902 - 3911 (1998)

Heating of pentoses with alanine in a ratio of 10:1 in aqueous solution at pH 7.0 generated the yellow 2-[(2-furyl)methylidene]-4-hydroxy-5-methyl-2H-furan-3-one (1), being well in line with data reported in the literature. Decreasing the relative concentrations of the pentose produced further colored nitrogen-containing compounds, among which (S)-4-hydroxy-5-methyl-2-[N-(1′-carboxyethyl)pyrrolyl-2-methylidene]-2H- furan-3-one (2) could be identified by spectroscopic and synthetic experiments. On the other hand, thermal treatment of an aqueous solution of pentose and L-alanine in the presence of furan-2-carboxaldehyde led to the formation of the novel red (2R)-4-oxo-3,5-bis-[(2-furyl)methylidene] tetrahydropyrrolo[1,2-c]-5(S)-(2-furyl)oxazolidine and its 5(R)-(2-furyl)oxazolidine diasteromer (3a/3b), which were characterized by several 1D- and 2D-NMR techniques, LC/MS, and UV-vis spectroscopy as well as by synthesis of the chromophoric substructure. In addition, the red compounds (S)-4-[(E)-1-formyl-2-(2-furyl)ethenyl]-5-(2-furyl)-2-[(E)-(2-furyl)methylidene] -2,3-dihydo-α-amino-3-oxo-1H-pyrrole-1-acetic acid (4b) and the corresponding 2-[(Z)-(2-furyl)-methylidene] isomer (4b) were identified in this Maillard mixture. Quantitative studies on the formation of these colorants clearly demonstrates the key role of 3-deoxypentos-2-ulose as an intermediate in the formation of 4a/4b. Reaction pathways leading to the colorants 2, 3a/3b, and 4a/4b from pentoses and alanine are discussed.

SUBSTITUTED 2-HYDROGEN-PYRAZOLE DERIVATIVE SERVING AS ANTICANCER DRUG

-

Paragraph 0061; 0174; 0175, (2018/02/04)

Disclosed is a substituted 2H-pyrazole derivative serving as a selective CDK4/6 inhibitor. Specifically, disclosed is a compound of formula (I) or a pharmaceutically acceptable salt thereof which serves as a selective CDK4/6 inhibitor.

BIARYL DERIVATIVE AS GPR120 AGONIST

-

Paragraph 0266, (2017/11/17)

The present invention relates to a biaryl derivative expressed by the chemical formula 1, a method for producing the biaryl derivative, a pharmaceutical composition comprising same, and use of same, the biaryl derivative expressed by the chemical formula 1, as a GPR120 agonist, promoting GLP-1 generation in the gastro-intestinal tract, reducing insulin resistance in the liver, muscles and the like from anti-inflammatory activity in the macrophage, pancreatic cells and the like, and allowing effective use in prevention or treatment of inflammation or metabolic diseases such as diabetes, complications from diabetes, obesity, non-alcoholic fatty liver disease, fatty liver disease, and osteoporosis.

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