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40635-66-3

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40635-66-3 Usage

Chemical Properties

Clear colorless liquid

Uses

1-Chlorocarbonyl-1-methylethyl acetate was used in preparation of α,γ-dichloro alditols.

General Description

Reaction of 1-chlorocarbonyl-1-methylethyl acetate with 1-aryl ethylene glycols to yield trans chlorohydrin acetates was reported.

Check Digit Verification of cas no

The CAS Registry Mumber 40635-66-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,0,6,3 and 5 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 40635-66:
(7*4)+(6*0)+(5*6)+(4*3)+(3*5)+(2*6)+(1*6)=103
103 % 10 = 3
So 40635-66-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H9ClO3/c1-4(8)10-6(2,3)5(7)9/h1-3H3

40635-66-3 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (L00957)  2-Acetoxyisobutyryl chloride, 98%   

  • 40635-66-3

  • 10g

  • 675.0CNY

  • Detail
  • Alfa Aesar

  • (L00957)  2-Acetoxyisobutyryl chloride, 98%   

  • 40635-66-3

  • 50g

  • 2249.0CNY

  • Detail
  • Aldrich

  • (326178)  1-Chlorocarbonyl-1-methylethylacetate  95%

  • 40635-66-3

  • 326178-5G

  • 520.65CNY

  • Detail
  • Aldrich

  • (326178)  1-Chlorocarbonyl-1-methylethylacetate  95%

  • 40635-66-3

  • 326178-25G

  • 1,962.09CNY

  • Detail

40635-66-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Chlorocarbonyl-1-methylethyl acetate

1.2 Other means of identification

Product number -
Other names Chlorocarbonyl-1-methylethyl acetate

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:40635-66-3 SDS

40635-66-3Synthetic route

O-acetyl-α-hydroxyisobutyric acid
15805-98-8

O-acetyl-α-hydroxyisobutyric acid

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

Conditions
ConditionsYield
With thionyl chloride
(i) AcCl, (ii) SOCl2; Multistep reaction;
With thionyl chloride for 2h; Heating; Yield given;
With oxalyl dichloride In toluene for 3h; Reflux; Inert atmosphere;
With oxalyl dichloride In dichloromethane at 20℃; for 0.5h;
2-methyllactic acid
594-61-6

2-methyllactic acid

acetic anhydride
108-24-7

acetic anhydride

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

Conditions
ConditionsYield
(i) H2SO4, (ii) SOCl2; Multistep reaction;
2-methyllactic acid
594-61-6

2-methyllactic acid

acetyl chloride
75-36-5

acetyl chloride

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

Conditions
ConditionsYield
(i), (ii) (COCl)2; Multistep reaction;
(i), (ii) SOCl2; Multistep reaction;
2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

6-amino-5-fluoroindolin-2-one
150544-01-7

6-amino-5-fluoroindolin-2-one

acetic acid 1-(5-fluoro-2-oxo-1,3-dihydro-1H-indol-6-ylcarbamoyl)-1-methyl-ethyl ester
945381-85-1

acetic acid 1-(5-fluoro-2-oxo-1,3-dihydro-1H-indol-6-ylcarbamoyl)-1-methyl-ethyl ester

Conditions
ConditionsYield
With piperidine In tetrahydrofuran at -40 - 20℃;99.5%
With piperidine In tetrahydrofuran at -40 - 20℃;99.5%
With piperidine In tetrahydrofuran at -45 - 20℃;
With pyridine In tetrahydrofuran at -45 - 20℃; Cooling with acetone-dry ice;
5-chloro-2,4-difluoroaniline
348-65-2

5-chloro-2,4-difluoroaniline

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

1-(5-chloro-2,4-difluorophenylamino)-2-methyl-1-oxopropan-2-yl acetate

1-(5-chloro-2,4-difluorophenylamino)-2-methyl-1-oxopropan-2-yl acetate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃;98%
3-[4-((1S,2S,3R,5S,7S)-5-amino-adamantan-2-ylcarbamoyl)-benzyl]-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester

3-[4-((1S,2S,3R,5S,7S)-5-amino-adamantan-2-ylcarbamoyl)-benzyl]-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

3-{4-[(1S,2S,3R,5S,7S)-5-(2-acetoxy-2-methyl-propionylamino)-adamantan-2-ylcarbamoyl]-benzyl}-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester

3-{4-[(1S,2S,3R,5S,7S)-5-(2-acetoxy-2-methyl-propionylamino)-adamantan-2-ylcarbamoyl]-benzyl}-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine; dmap In dichloromethane at 25℃; for 18h;96%
(3aR,4R,5S,7aS)-6-iodo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole-4,5-diol
1227264-31-4

(3aR,4R,5S,7aS)-6-iodo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole-4,5-diol

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

(3aS,4S,5R,7aS)-5-chloro-6-iodo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl acetate
1227264-34-7

(3aS,4S,5R,7aS)-5-chloro-6-iodo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-yl acetate

Conditions
ConditionsYield
In acetonitrile at 0 - 20℃; Inert atmosphere; stereoselective reaction;95%
C9H13IO4

C9H13IO4

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

C11H14ClIO4

C11H14ClIO4

Conditions
ConditionsYield
In acetonitrile at 0 - 18℃; for 1h;95%
2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

(3aS,4R,5R,7aS)-7-iodo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole-4,5-diol
165611-18-7

(3aS,4R,5R,7aS)-7-iodo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole-4,5-diol

C11H14ClIO4

C11H14ClIO4

Conditions
ConditionsYield
In acetonitrile at 0℃; for 1h;95%
methyl (3aS,6R,7R,7aR)-6,7-dihydroxy-2,2-dimethyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole-5-carboxylate
1227264-28-9

methyl (3aS,6R,7R,7aR)-6,7-dihydroxy-2,2-dimethyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole-5-carboxylate

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

methyl (3aS,6S,7S,7aS)-7-(acetyloxy)-6-chloro-2,2-dimethyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole-5-carboxylate
1227264-30-3

methyl (3aS,6S,7S,7aS)-7-(acetyloxy)-6-chloro-2,2-dimethyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole-5-carboxylate

Conditions
ConditionsYield
In acetonitrile at 0 - 20℃; Inert atmosphere; stereoselective reaction;94%
2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)pyrimidine-4,5-diamine hydrochloride
1354041-35-2

2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)pyrimidine-4,5-diamine hydrochloride

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

1-((4-amino-2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)pyrimidin-5-yl)amino)-2-methyl-1-oxopropan-2-yl acetate
1354044-41-9

1-((4-amino-2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)pyrimidin-5-yl)amino)-2-methyl-1-oxopropan-2-yl acetate

Conditions
ConditionsYield
With pyridine In dichloromethane94%
1,2,4,5-benzenetetraamine tetrahydrochloride
4506-66-5

1,2,4,5-benzenetetraamine tetrahydrochloride

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

1,2,4,5-tetrakis(2-acetoxy-2-methylpropanamido)benzene

1,2,4,5-tetrakis(2-acetoxy-2-methylpropanamido)benzene

Conditions
ConditionsYield
With triethylamine In 1,2-dichloro-ethane for 1h; Heating;93.5%
2-aminothiophene-3-carboxamide
14080-51-4

2-aminothiophene-3-carboxamide

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

[2-[(3-carbamoyl-2-thienyl)amino]-1,1-dimethyl-2-oxoethyl] acetate

[2-[(3-carbamoyl-2-thienyl)amino]-1,1-dimethyl-2-oxoethyl] acetate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 2h;93%
With pyridine In dichloromethane at 0 - 20℃;
tert-butyl 6-(2-cyano-3-nitrophenoxy)hexylcarbamate
1093207-50-1

tert-butyl 6-(2-cyano-3-nitrophenoxy)hexylcarbamate

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

1-(6-(2-cyano-3-nitrophenoxy)hexylamino)-2-methyl-1-oxopropan-2-yl acetate
1093207-49-8

1-(6-(2-cyano-3-nitrophenoxy)hexylamino)-2-methyl-1-oxopropan-2-yl acetate

Conditions
ConditionsYield
With pyridine; hydrogenchloride In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; ethyl acetate90%
C13H17N3O3*ClH

C13H17N3O3*ClH

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

1-(6-(2-cyano-3-nitrophenoxy)hexylamino)-2-methyl-1-oxopropan-2-yl acetate
1093207-49-8

1-(6-(2-cyano-3-nitrophenoxy)hexylamino)-2-methyl-1-oxopropan-2-yl acetate

Conditions
ConditionsYield
With pyridine In dichloromethane for 6h; Reflux; Inert atmosphere;90%
2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

3-nitro-1-(β-D-ribofuranosyl)-1,2,4-triazole
24806-95-9

3-nitro-1-(β-D-ribofuranosyl)-1,2,4-triazole

3-nitro-1-[2-O-acetyl-3-bromo-3-deoxy-5-O-(2,5,5-trimethyl-1,3-dioxolan-4-on-2-yl)-β-D-xylofuranosyl]-1,2,4-triazole

3-nitro-1-[2-O-acetyl-3-bromo-3-deoxy-5-O-(2,5,5-trimethyl-1,3-dioxolan-4-on-2-yl)-β-D-xylofuranosyl]-1,2,4-triazole

Conditions
ConditionsYield
Stage #1: 2-acetoxy-2-methylpropanoyl chloride With sodium bromide In acetonitrile at 20℃; for 0.5h;
Stage #2: 3-nitro-1-(β-D-ribofuranosyl)-1,2,4-triazole In acetonitrile at 70℃; for 3h;
89%
2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

cyclohexyltrifluoro-λ4-borane potassium salt
446065-11-8

cyclohexyltrifluoro-λ4-borane potassium salt

1-cyclohexyl-2-methyl-1-oxopropan-2-yl acetate

1-cyclohexyl-2-methyl-1-oxopropan-2-yl acetate

Conditions
ConditionsYield
With potassium fluoride; (1,2-dimethoxyethane)dichloronickel(II); Ir(dF(CF3)ppy)2(bpy)PF6; 4,4'-di-tert-butyl-2,2'-bipyridine In 1,2-dimethoxyethane at 24℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;85%
5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-ylamine
1172068-36-8

5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-ylamine

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-hydroxy-2-methylpropanamide
1196509-43-9

N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-hydroxy-2-methylpropanamide

Conditions
ConditionsYield
Stage #1: 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-ylamine; 2-acetoxy-2-methylpropanoyl chloride With triethylamine In dichloromethane at 20℃; Cooling;
Stage #2: With water; lithium hydroxide In tetrahydrofuran at 20℃; for 18h;
84%
2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

(-)-(1S)-1-{(4S,5S)-5-[(1S)-1-hydroxy-2-propenyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-propen-1-ol
261631-95-2

(-)-(1S)-1-{(4S,5S)-5-[(1S)-1-hydroxy-2-propenyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-propen-1-ol

(1R,2R,3S,4S)-1-chloro-2-acetoxy-3,4-(isopropylidenedioxy)-cyclohex-5-ene
1582805-94-4

(1R,2R,3S,4S)-1-chloro-2-acetoxy-3,4-(isopropylidenedioxy)-cyclohex-5-ene

Conditions
ConditionsYield
Stage #1: (-)-(1S)-1-{(4S,5S)-5-[(1S)-1-hydroxy-2-propenyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-propen-1-ol With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 18h; Inert atmosphere; Reflux;
Stage #2: 2-acetoxy-2-methylpropanoyl chloride In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;
84%
2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

5,6-dihydro-5-azacytidine hydrochloride

5,6-dihydro-5-azacytidine hydrochloride

5'-O-(2,5,5-trimethyl-1,3-dioxolan-4-on-2-yl)-3'-O-acetyl-3'-deoxy-5,6-dihydro-2,2'-anhydro-1-β-D-arabinofuranosyl-5-azacytosine hydrochloride

5'-O-(2,5,5-trimethyl-1,3-dioxolan-4-on-2-yl)-3'-O-acetyl-3'-deoxy-5,6-dihydro-2,2'-anhydro-1-β-D-arabinofuranosyl-5-azacytosine hydrochloride

Conditions
ConditionsYield
In acetonitrile at 40 - 50℃; for 18h;83%
(3R,4S)-1-tert-butoxycarbonyl-3,4-dihydroxypiperidine
951766-53-3

(3R,4S)-1-tert-butoxycarbonyl-3,4-dihydroxypiperidine

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

(3R,4R)-1-tert-butoxycarbonyl-3-acetoxy-4-chloropiperidine
951766-69-1

(3R,4R)-1-tert-butoxycarbonyl-3-acetoxy-4-chloropiperidine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;83%
2-[[4-(methylthio)phenyl]amino]isonicotinohydrazide
1005206-09-6

2-[[4-(methylthio)phenyl]amino]isonicotinohydrazide

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

1,1-dimethyl-2-[2-[2-[[4-(methylthio)phenyl]amino]isonicotinoyl]hydrazino]-2-oxoethyl acetate
1005206-12-1

1,1-dimethyl-2-[2-[2-[[4-(methylthio)phenyl]amino]isonicotinoyl]hydrazino]-2-oxoethyl acetate

Conditions
ConditionsYield
In ISOPROPYLAMIDE at 20℃; Cooling with ice;83%
2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

3-aminophenylboronic acid pinacolate
210907-84-9

3-aminophenylboronic acid pinacolate

1,1-dimethyl-2-oxo-2-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]amino}ethyl acetate
1416775-75-1

1,1-dimethyl-2-oxo-2-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]amino}ethyl acetate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl acetamide at 0 - 20℃; for 1h;83%
N-BOC-1,2-diaminoethane
57260-73-8

N-BOC-1,2-diaminoethane

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

1-((2-((tert-butoxycarbonyl)amino)ethyl)amino)-2-methyl-1-oxopropan-2-yl acetate

1-((2-((tert-butoxycarbonyl)amino)ethyl)amino)-2-methyl-1-oxopropan-2-yl acetate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;77%
N-[1-{[3-(aminomethyl)phenyl]methyl}-4-(methoxy)-1H-indazole-3-yl]-5-chloro-2-thiophene sulfonamide hydrochloride

N-[1-{[3-(aminomethyl)phenyl]methyl}-4-(methoxy)-1H-indazole-3-yl]-5-chloro-2-thiophene sulfonamide hydrochloride

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

2-{[(3-{[3-{[(5-chloro-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}phenyl)methyl]amino}-1,1-dimethyl-2-oxoethyl acetate
1240518-23-3

2-{[(3-{[3-{[(5-chloro-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}phenyl)methyl]amino}-1,1-dimethyl-2-oxoethyl acetate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 2h; Cooling with ice; Inert atmosphere;76.3%
3-[4-((1S,2S,3R,5S,7S)-5-amino-adamantan-2-ylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

3-[4-((1S,2S,3R,5S,7S)-5-amino-adamantan-2-ylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

3-{4-[(1S,2S,3R,5S,7S)-5-(2-acetoxy-2-methyl-propionylamino)-adamantan-2-ylcarbamoyl]-benzyl}-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

3-{4-[(1S,2S,3R,5S,7S)-5-(2-acetoxy-2-methyl-propionylamino)-adamantan-2-ylcarbamoyl]-benzyl}-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine; dmap In dichloromethane at 25℃; for 18h;76%
2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

(2R,3R)-1,4-dibromobutane-2,3-diol
15410-44-3

(2R,3R)-1,4-dibromobutane-2,3-diol

(2S,3R)-3-acetoxy-1,4-dibromo-2-chlorobutane

(2S,3R)-3-acetoxy-1,4-dibromo-2-chlorobutane

Conditions
ConditionsYield
In dichloromethane at 20℃; for 5h;75%
N-anthraniloyl-anthranilic acid
612-34-0

N-anthraniloyl-anthranilic acid

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

C20H20N2O6

C20H20N2O6

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 10h;75%
2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

ribavirin
36791-04-5

ribavirin

1-[2-O-acetyl-3-bromo-3-deoxy-5-O-(2,5,5-trimethyl-1,3-dioxolan-4-on-2-yl)-β-D-xylofuranosyl]-1,2,4-triazole-3-carboxamide

1-[2-O-acetyl-3-bromo-3-deoxy-5-O-(2,5,5-trimethyl-1,3-dioxolan-4-on-2-yl)-β-D-xylofuranosyl]-1,2,4-triazole-3-carboxamide

Conditions
ConditionsYield
Stage #1: 2-acetoxy-2-methylpropanoyl chloride With sodium bromide In acetonitrile at 20℃; for 0.5h;
Stage #2: ribavirin In acetonitrile at 70℃; for 3h;
74.8%
N-[1-{[3-(aminomethyl)phenyl]methyl}-4-methyloxy-1H-indazol-3-yl]-5-chloro-2-thiophenesulfonamide hydrochloride
1240518-04-0

N-[1-{[3-(aminomethyl)phenyl]methyl}-4-methyloxy-1H-indazol-3-yl]-5-chloro-2-thiophenesulfonamide hydrochloride

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

2-{[(3-{[3-{[(5-chloro-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}phenyl)methyl]amino}-1,1-dimethyl-2-oxoethyl acetate
1240518-23-3

2-{[(3-{[3-{[(5-chloro-2-thienyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}phenyl)methyl]amino}-1,1-dimethyl-2-oxoethyl acetate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1.33333h; Inert atmosphere;73%
(2R,3S)-3-azido-4-(4-benzyloxyphenyl)-1,2-butanediol

(2R,3S)-3-azido-4-(4-benzyloxyphenyl)-1,2-butanediol

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

(1S,2R)-2-[1-azido-2-(4-benzyloxyphenyl)ethyl]oxirane

(1S,2R)-2-[1-azido-2-(4-benzyloxyphenyl)ethyl]oxirane

Conditions
ConditionsYield
Stage #1: (2R,3S)-3-azido-4-(4-benzyloxyphenyl)-1,2-butanediol; 2-acetoxy-2-methylpropanoyl chloride In chloroform at 0 - 20℃; for 20h; Cooling; Inert atmosphere;
Stage #2: With sodium methylate In tetrahydrofuran at 20℃; for 2h; Cooling; Inert atmosphere;
71%
4-[2-amino-3,3,3-trifluoropropyl]-5-(4-chlorophenyl)-2-{[1-(3-chloropyridin-2-yl)-1H-1,2,4-triazol-3-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one

4-[2-amino-3,3,3-trifluoropropyl]-5-(4-chlorophenyl)-2-{[1-(3-chloropyridin-2-yl)-1H-1,2,4-triazol-3-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

1-({3-[3-(4-chlorophenyl)-1-{[1-(3-chloropyridin-2-yl)-1H-1,2,4-triazol-3-yl]methyl}-5-oxo-4,5-dihydro-4H-1,2,4-triazol-4-yl]-1,1,1-trifluoropropan-2-yl}amino)-2-methyl-1-oxopropan-2-yl acetate

1-({3-[3-(4-chlorophenyl)-1-{[1-(3-chloropyridin-2-yl)-1H-1,2,4-triazol-3-yl]methyl}-5-oxo-4,5-dihydro-4H-1,2,4-triazol-4-yl]-1,1,1-trifluoropropan-2-yl}amino)-2-methyl-1-oxopropan-2-yl acetate

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;70%
N-[1-{[3-(aminomethyl)phenyl]methyl}-4-(methyloxy)-1H-indazol-3-yl]-3-fluoro-4-methylbenzenesulfonamide
1361330-35-9

N-[1-{[3-(aminomethyl)phenyl]methyl}-4-(methyloxy)-1H-indazol-3-yl]-3-fluoro-4-methylbenzenesulfonamide

2-acetoxy-2-methylpropanoyl chloride
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

2-{[(3-{[3-{[(3-fluoro-4-methylphenyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}phenyl)methyl]amino}-1,1-dimethyl-2-oxoethyl acetate
1361330-53-1

2-{[(3-{[3-{[(3-fluoro-4-methylphenyl)sulfonyl]amino}-4-(methyloxy)-1H-indazol-1-yl]methyl}phenyl)methyl]amino}-1,1-dimethyl-2-oxoethyl acetate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h; Inert atmosphere;66%

40635-66-3Relevant articles and documents

Synthesis of degradable and chemically recyclable polymers using 4,4-disubstituted five-membered cyclic ketene hemiacetal ester (CKHE) monomers

Ge, Yicen,Goto, Atsushi,Oh, Xin Yi

, p. 13546 - 13556 (2021/10/29)

Novel degradable and chemically recyclable polymers were synthesized using five-membered cyclic ketene hemiacetal ester (CKHE) monomers. The studied monomers were 4,4-dimethyl-2-methylene-1,3-dioxolan-5-one (DMDL) and 5-methyl-2-methylene-5-phenyl-1,3-dioxolan-4-one (PhDL). The two monomers were synthesized in high yields (80-90%), which is an attractive feature. DMDL afforded its homopolymer with a relatively high molecular weight (Mn>100?000, whereMnis the number-average molecular weight). DMDL and PhDL were copolymerized with various families of vinyl monomers,i.e., methacrylates, acrylates, styrene, acrylonitrile, vinyl pyrrolidinone, and acrylamide, and various functional methacrylates and acrylate. Such a wide scope of the accessible polymers is highly useful for material design. The obtained homopolymers and random copolymers of DMDL degraded in basic conditions (in the presence of a hydroxide or an amine) at relatively mild temperatures (room temperature to 65 °C). The degradation of the DMDL homopolymer generated 2-hydroxyisobutyric acid (HIBA). The generated HIBA was recovered and used as an ingredient to re-synthesize DMDL monomer, and this monomer was further used to re-synthesize the DMDL polymer, demonstrating the chemical recycling of the DMDL polymer. Such degradability and chemical recyclability of the DMDL polymer may contribute to the circular materials economy.

Second generation of fucose-based DC-SIGN ligands: Affinity improvement and specificity versus Langerin

Andreini, Manuel,Doknic, Daniela,Sutkeviciute, Ieva,Reina, Jose J.,Duan, Janxin,Chabrol, Eric,Thepaut, Michel,Moroni, Elisabetta,Doro, Fabio,Belvisi, Laura,Weiser, Joerg,Rojo, Javier,Fieschi, Franck,Bernardi, Anna

supporting information; experimental part, p. 5778 - 5786 (2011/10/02)

DC-SIGN and Langerin are two C-type lectins involved in the initial steps of HIV infections: the former acts as a viral attachment factor and facilitates viral invasion of the immune system, the latter has a protective effect. Potential antiviral compounds targeted against DC-SIGN were synthesized using a common fucosylamide anchor. Their DC-SIGN affinity was tested by SPR and found to be similar to that of the natural ligand Lewis-X (LeX). The compounds were also found to be selective for DC-SIGN and to interact only weakly with Langerin. These molecules are potentially useful therapeutic tools against sexually transmitted HIV infection.

Nucleotides: Part LIX: Synthesis, characterization, and biological activities of new potential antiviral agents: (2'-5')Adenylate trimer analogs containing 3'-deoxy-3'(hexadecanoylamino)adenosine at the 2'-terminus

Schirmeister-Tichy, Helga,Iacono, Kathryn T.,Muto, Nicholas F.,Homan, Joseph W.,Suhadolnik, Robert J.,Pfleiderer, Wolfgang

, p. 597 - 613 (2007/10/03)

Based upon 3'-amino-3'-deoxyadenosine (15), its protected 3'- hexadecanoylamino derivative 22 was chosen as starting material for the synthesis of a series of new modified 2'-5'-adenylate trimers 33-36 as potential antiviral agents. All (2'-5')A trimer analogs 33-36 inhibit HIV-1 replication as measured by the inhibition of syncytia formation and inhibition of HIV-1 reverse transcriptase activity. Compound 34 inhibits HIV- 1 reverse transcription by 100% and subsequently inhibits expression of HIV- 1 p24. However, compound 35 acts differently, since it does not inhibit HIV- 1 reverse transcription, HIV-1 integrase, or HIV-1 p24 expression. Therefore, 35 appears to exert its inhibitory effect at a later stage of HIV-1 replication, i.e., the budding process.

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