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14032-62-3

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14032-62-3 Usage

Uses

3-sulfanyloxolan-2-one (cas# 14032-62-3) can be used for a hair treatment method using wave-formation accelerating agent.

Check Digit Verification of cas no

The CAS Registry Mumber 14032-62-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,0,3 and 2 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 14032-62:
(7*1)+(6*4)+(5*0)+(4*3)+(3*2)+(2*6)+(1*2)=63
63 % 10 = 3
So 14032-62-3 is a valid CAS Registry Number.
InChI:InChI=1/C4H6O2S/c5-4-3(7)1-2-6-4/h3,7H,1-2H2

14032-62-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-sulfanyloxolan-2-one

1.2 Other means of identification

Product number -
Other names 3-mercapto-dihydrofuran-2-one

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:14032-62-3 SDS

14032-62-3Synthetic route

S-(2-oxotetrahydro-3-furanyl) ethanethioate

S-(2-oxotetrahydro-3-furanyl) ethanethioate

A

(S)-α-mercapto-y-butyrolactone

(S)-α-mercapto-y-butyrolactone

B

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

Conditions
ConditionsYield
With trifluoroacetic acid In 1,4-dioxane; methanol; tolueneA 87%
B n/a
α-bromo-γ-butyrolactone
5061-21-2

α-bromo-γ-butyrolactone

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

Conditions
ConditionsYield
With hydrogenchloride; sodium sulfide In 1,2-dimethoxyethane; water at 10℃; under 750.075 Torr; for 0.366667h; pH=7.5 - 8.9; Product distribution / selectivity;72%
With hydrogenchloride; calcium(II) sulfide In 1,2-dimethoxyethane; water at 10℃; under 750.075 Torr; for 0.366667h; pH=7.5 - 8.9; Product distribution / selectivity;63%
With hydrogenchloride; sodium hydrogensulfide In 1,2-dimethoxyethane; water at 5 - 50℃; under 750.075 Torr; for 0.366667h; pH=4.0 - 8.9; Product distribution / selectivity;46%
S-(2-oxotetrahydro-3-furanyl) ethanethioate
14222-41-4

S-(2-oxotetrahydro-3-furanyl) ethanethioate

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

Conditions
ConditionsYield
With p-toluidine In benzene for 3h; Heating;40%
With sodium hydroxide In acetone Ambient temperature;
With hydrazine hydrate In water; acetonitrile Cooling with ice;
With potassium carbonate In methanol at 20℃; Inert atmosphere;0.25 g
α-bromo-γ-butyrolactone
5061-21-2

α-bromo-γ-butyrolactone

methanol
67-56-1

methanol

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

Conditions
ConditionsYield
With sodium hydrogensulfide In water; ethyl acetate32%
α-bromo-γ-butyrolactone
5061-21-2

α-bromo-γ-butyrolactone

A

bis-(2-oxo-tetrahydro-[3]furyl)-sulfide

bis-(2-oxo-tetrahydro-[3]furyl)-sulfide

B

3,3'-dithiobisdihydro-2-furanone
14091-96-4

3,3'-dithiobisdihydro-2-furanone

C

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

Conditions
ConditionsYield
With hydrogenchloride; sodium hydrogensulfide In 1,2-dimethoxyethane; water at 10℃; under 750.075 Torr; for 0.366667h; pH=6.0 - 14.0; Product distribution / selectivity;
α-bromo-γ-butyrolactone
5061-21-2

α-bromo-γ-butyrolactone

A

bis-(2-oxo-tetrahydro-[3]furyl)-sulfide

bis-(2-oxo-tetrahydro-[3]furyl)-sulfide

B

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

Conditions
ConditionsYield
With hydrogenchloride; sodium hydrogensulfide In water at 10℃; under 750.075 Torr; for 0.333333h; pH=7.0 - 11.0; Product distribution / selectivity;
With hydrogenchloride; sodium hydrogensulfide In water; N,N-dimethyl-formamide at 10℃; under 750.075 Torr; for 0.333333h; pH=7.0 - 11.0; Product distribution / selectivity;
With hydrogenchloride; sodium hydrogensulfide In N,N-dimethyl-formamide at 10℃; under 750.075 Torr; for 0.333333h; pH=7.0 - 11.0; Product distribution / selectivity;
2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)-3-{4-[(2-oxotetrahydro furan-3-yl)thio]butoxy}benzamide
1422361-48-5

N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)-3-{4-[(2-oxotetrahydro furan-3-yl)thio]butoxy}benzamide

Conditions
ConditionsYield
With potassium carbonate In acetonitrile95.83%
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

O-ethyl S-(tetrahydro-2-oxo-3-furanyl) thiocarbonate
66909-41-9

O-ethyl S-(tetrahydro-2-oxo-3-furanyl) thiocarbonate

Conditions
ConditionsYield
With triethylamine In benzene for 2h; Ambient temperature;91%
3-(4-bromobutoxy)-N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)benzamide
1422361-79-2

3-(4-bromobutoxy)-N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)benzamide

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)-3-{4-[(2-oxotetrahydro furan-3-yl)thio]butoxy}benzamide
1422361-48-5

N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)-3-{4-[(2-oxotetrahydro furan-3-yl)thio]butoxy}benzamide

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 1.5h; Reflux;85.1%
With potassium carbonate In acetonitrile for 1.5h; Reflux;
vinyl acetate
108-05-4

vinyl acetate

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

3-(2'-acetoxyethyl)-dihydro-2(3H)-furanone
113844-96-5

3-(2'-acetoxyethyl)-dihydro-2(3H)-furanone

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone With 2,2'-azobis(isobutyronitrile); tert-butylisonitrile In toluene at 80℃;
Stage #2: vinyl acetate In toluene at 80℃; for 1h;
79%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

3-(2-butoxyethyl)dihydro-2(3H)-furanone
91006-71-2

3-(2-butoxyethyl)dihydro-2(3H)-furanone

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone With 2,2'-azobis(isobutyronitrile); tert-butylisonitrile In toluene at 80℃;
Stage #2: -butyl vinyl ether In toluene at 80℃; for 1h;
75%
With 2,2'-azobis(isobutyronitrile); triethyl phosphite In benzene at 70℃; Molecular sieve; Inert atmosphere;32%
methanesulfonic acid 2-((4aR,4bS,5S,6aS,6bR,9aS,10aS,10bS)-8-furan-3-ylmethyl-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,8,9,9a,10,10a,10b,11,12-tetradecahydro-7-oxa-8-aza-pentaleno[2,1-a]phenanthren-6b-yl)-2-oxo-ethyl ester
1270040-04-4

methanesulfonic acid 2-((4aR,4bS,5S,6aS,6bR,9aS,10aS,10bS)-8-furan-3-ylmethyl-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,8,9,9a,10,10a,10b,11,12-tetradecahydro-7-oxa-8-aza-pentaleno[2,1-a]phenanthren-6b-yl)-2-oxo-ethyl ester

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

(4aR,4bS,5S,6aS,6bR,9aS,10aS,10bS)-8-furan-3-ylmethyl-5-hydroxy-4a,6a-dimethyl-6b-[2-(2-oxo-tetrahydro-furan-3-ylsulfanyl)-acetyl]4a,4b,5,6,6a,6b,8,9,9a,10,10a,10b,11,12-tetradecahydro-7-oxa-8-aza-pentaleno[2,1-a]phenanthren-2-one
1270040-22-6

(4aR,4bS,5S,6aS,6bR,9aS,10aS,10bS)-8-furan-3-ylmethyl-5-hydroxy-4a,6a-dimethyl-6b-[2-(2-oxo-tetrahydro-furan-3-ylsulfanyl)-acetyl]4a,4b,5,6,6a,6b,8,9,9a,10,10a,10b,11,12-tetradecahydro-7-oxa-8-aza-pentaleno[2,1-a]phenanthren-2-one

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h;
Stage #2: methanesulfonic acid 2-((4aR,4bS,5S,6aS,6bR,9aS,10aS,10bS)-8-furan-3-ylmethyl-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,8,9,9a,10,10a,10b,11,12-tetradecahydro-7-oxa-8-aza-pentaleno[2,1-a]phenanthren-6b-yl)-2-oxo-ethyl ester In tetrahydrofuran; mineral oil at 0 - 20℃; for 5h;
55%
Stage #1: 2-mercapto-γ-butyrolactone With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h;
Stage #2: methanesulfonic acid 2-((4aR,4bS,5S,6aS,6bR,9aS,10aS,10bS)-8-furan-3-ylmethyl-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,8,9,9a,10,10a,10b,11,12-tetradecahydro-7-oxa-8-aza-pentaleno[2,1-a]phenanthren-6b-yl)-2-oxo-ethyl ester In tetrahydrofuran; mineral oil at 0 - 20℃; for 5h;
55%
2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

propargyl bromide
106-96-7

propargyl bromide

3-(prop-2-yn-1-ylthio)dihydrofuran-2(3H)-one

3-(prop-2-yn-1-ylthio)dihydrofuran-2(3H)-one

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone; propargyl bromide With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere;
Stage #2: In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere;
55%
1,3-Diiodopropane
627-31-6

1,3-Diiodopropane

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

3-(3-Iodopropylsulfanyl)-dihydro-2(3H)-furanone

3-(3-Iodopropylsulfanyl)-dihydro-2(3H)-furanone

Conditions
ConditionsYield
With triethylamine In dichloromethane49%
2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxypregn-4-ene-3,20-dione
193408-61-6

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxypregn-4-ene-3,20-dione

A

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-[(3S)-2-oxotetrahydrofuran-3-ylsulfanyl]pregn-4-ene-3,20-dione

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-[(3S)-2-oxotetrahydrofuran-3-ylsulfanyl]pregn-4-ene-3,20-dione

B

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-[(3R)-2-oxotetrahydrofuran-3-ylsulfanyl]pregn-4-ene-3,20-dione

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-[(3R)-2-oxotetrahydrofuran-3-ylsulfanyl]pregn-4-ene-3,20-dione

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone With sodium hydride In tetrahydrofuran at 0℃; for 0.75h;
Stage #2: 16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxypregn-4-ene-3,20-dione In tetrahydrofuran at 0 - 21℃; for 1.5h; Further stages.;
A 45%
B 18%
2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

6α,9α-difluoro-11β-hydroxy-17β-hydroxymethyl-16α,17α-isopropylidenedioxy-3-oxoandrosta-1,4-dien-17-yl trifluoromethanesulfonate
327185-97-7

6α,9α-difluoro-11β-hydroxy-17β-hydroxymethyl-16α,17α-isopropylidenedioxy-3-oxoandrosta-1,4-dien-17-yl trifluoromethanesulfonate

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-17β-[(2-oxotetrahydrofuran-3-ylsulfanyl)methyl]androsta-1,4-dien-3-one

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-17β-[(2-oxotetrahydrofuran-3-ylsulfanyl)methyl]androsta-1,4-dien-3-one

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone With sodium hydride In tetrahydrofuran for 0.0833333h;
Stage #2: 6α,9α-difluoro-11β-hydroxy-17β-hydroxymethyl-16α,17α-isopropylidenedioxy-3-oxoandrosta-1,4-dien-17-yl trifluoromethanesulfonate In tetrahydrofuran at 20℃; for 16h; Further stages.;
43%
2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxy-16α-methyl-17α-propionyloxypregn-4-ene-3,20-dione
193408-57-0

6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxy-16α-methyl-17α-propionyloxypregn-4-ene-3,20-dione

6α,9α-difluoro-11β-hydroxy-16α-methyl-21-(2-oxotetrahydrofuran-3-ylsulfanyl)-17α-propionyloxypregn-4-ene-3,20-dione

6α,9α-difluoro-11β-hydroxy-16α-methyl-21-(2-oxotetrahydrofuran-3-ylsulfanyl)-17α-propionyloxypregn-4-ene-3,20-dione

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: 6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxy-16α-methyl-17α-propionyloxypregn-4-ene-3,20-dione In tetrahydrofuran at 0 - 21℃; for 22h; Further stages.;
43%
In tetrahydrofuran; mineral oil43%
dichloromethane-ethyl acetate

dichloromethane-ethyl acetate

16α,17α-(2-Bromoethylidenedioxy)-6α,9α-difluoro-11β,21-dihydroxy-pregn-4-ene-3,20-dione
219720-13-5

16α,17α-(2-Bromoethylidenedioxy)-6α,9α-difluoro-11β,21-dihydroxy-pregn-4-ene-3,20-dione

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

6α,9α-Difluoro-11β,21-dihydroxy-16α,17α-[2-(2-oxo-tetrahydrofuran-3-yl)sulfanyl]ethylidenedioxy-pregn-4-ene-3,20-dione
219720-01-1

6α,9α-Difluoro-11β,21-dihydroxy-16α,17α-[2-(2-oxo-tetrahydrofuran-3-yl)sulfanyl]ethylidenedioxy-pregn-4-ene-3,20-dione

Conditions
ConditionsYield
With triethylamine In water; ethyl acetate; N,N-dimethyl-formamide37%
2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-methylsulfonyloxypregn-4-ene-3,20-dione
193408-58-1

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-methylsulfonyloxypregn-4-ene-3,20-dione

A

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-[(3R)-2-oxotetrahydrofuran-3-ylsulfanyl]pregn-4-ene-3,20-dione

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-[(3R)-2-oxotetrahydrofuran-3-ylsulfanyl]pregn-4-ene-3,20-dione

B

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-[(3S)-2-oxotetrahydrofuran-3-ylsulfanyl]pregn-4-ene-3,20-dione

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-[(3S)-2-oxotetrahydrofuran-3-ylsulfanyl]pregn-4-ene-3,20-dione

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: 6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-methylsulfonyloxypregn-4-ene-3,20-dione In tetrahydrofuran at 0℃; for 1h; Further stages.;
A 28%
B 34%
tert-butylethylene
558-37-2

tert-butylethylene

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

C10H18O2

C10H18O2

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); triethyl phosphite In benzene at 70℃; Molecular sieve; Inert atmosphere;30%
2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-methanesulfonyloxy-pregna-1,4-diene-3,20-dione
3793-01-9

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-methanesulfonyloxy-pregna-1,4-diene-3,20-dione

A

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-[(3R)-2-oxotetrahydrofuran-3-ylsulfanyl]pregna-1,4-diene-3,20-dione
193408-35-4

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-[(3R)-2-oxotetrahydrofuran-3-ylsulfanyl]pregna-1,4-diene-3,20-dione

B

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-[(3S)-2-oxotetrahydrofuran-3-ylsulfanyl]pregna-1,4-diene-3,20-dione

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-[(3S)-2-oxotetrahydrofuran-3-ylsulfanyl]pregna-1,4-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: 6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-methanesulfonyloxy-pregna-1,4-diene-3,20-dione In tetrahydrofuran at 0 - 21℃; for 1h; Further stages.;
A 23%
B 28%
2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxypregna-1,4-diene-3,20-dione
193408-59-2

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxypregna-1,4-diene-3,20-dione

A

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-[(3R)-2-oxotetrahydrofuran-3-ylsulfanyl]pregna-1,4-diene-3,20-dione

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-[(3R)-2-oxotetrahydrofuran-3-ylsulfanyl]pregna-1,4-diene-3,20-dione

B

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-[(3S)-2-oxotetrahydrofuran-3-ylsulfanyl]pregna-1,4-diene-3,20-dione

16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-[(3S)-2-oxotetrahydrofuran-3-ylsulfanyl]pregna-1,4-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: 16α,17α-[(R)-butylidenedioxy]-6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxypregna-1,4-diene-3,20-dione In tetrahydrofuran at 0 - 21℃; for 19h; Further stages.;
A 16%
B 26%
ethyl acetate-cyclohexane

ethyl acetate-cyclohexane

6α,9α-Difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-trifluoro-methanesulfonyloxy-pregna-1,4-diene-3,20-dione

6α,9α-Difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-trifluoro-methanesulfonyloxy-pregna-1,4-diene-3,20-dione

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-(2-oxo-tetrahydrofuran-4-yl-sulfanyl)-pregna-1,4-diene-3,20-dione
193408-44-5

6α,9α-difluoro-11β-hydroxy-16α,17α-isopropylidenedioxy-21-(2-oxo-tetrahydrofuran-4-yl-sulfanyl)-pregna-1,4-diene-3,20-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran21%
Bestmann ylide
73818-55-0, 15596-07-3

Bestmann ylide

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

3,3a-Dihydro-2H-thieno[3,2-b]furan-5-one
118535-03-8

3,3a-Dihydro-2H-thieno[3,2-b]furan-5-one

Conditions
ConditionsYield
In toluene for 66h; Heating;20%
2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxy-16α-methyl-17α-propionyloxypregna-1,4-diene-3,20-dione
64272-25-9

6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxy-16α-methyl-17α-propionyloxypregna-1,4-diene-3,20-dione

6α,9α-difluoro-11β-hydroxy-16α-methyl-21-(2-oxotetrahydrofuran-3-ylsulfanyl)-17α-propionyloxypregna-1,4-diene-3,20-dione

6α,9α-difluoro-11β-hydroxy-16α-methyl-21-(2-oxotetrahydrofuran-3-ylsulfanyl)-17α-propionyloxypregna-1,4-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: 2-mercapto-γ-butyrolactone With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: 6α,9α-difluoro-11β-hydroxy-21-methylsulfonyloxy-16α-methyl-17α-propionyloxypregna-1,4-diene-3,20-dione In tetrahydrofuran at 0 - 21℃; for 22h; Further stages.;
17%
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-benzyl-4b,12-difluoro-5-hydroxy-4a,6adimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-azapentaleno[2,1-a]phenanthrene-6b-carboxylic acid
1323942-37-5

(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-benzyl-4b,12-difluoro-5-hydroxy-4a,6adimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-azapentaleno[2,1-a]phenanthrene-6b-carboxylic acid

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-Benzyl-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-6b-carbothioic acid S-(2-oxo-tetrahydro-furan-3-yl) ester
1323944-06-4

(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-Benzyl-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-6b-carbothioic acid S-(2-oxo-tetrahydro-furan-3-yl) ester

Conditions
ConditionsYield
Stage #1: (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-benzyl-4b,12-difluoro-5-hydroxy-4a,6adimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-azapentaleno[2,1-a]phenanthrene-6b-carboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20 - 65℃; for 2.5h; Inert atmosphere;
Stage #2: 2-mercapto-γ-butyrolactone With dmap In N,N-dimethyl-formamide at 20 - 70℃; for 49h;
13.14%
Stage #1: (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-benzyl-4b,12-difluoro-5-hydroxy-4a,6adimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-azapentaleno[2,1-a]phenanthrene-6b-carboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20 - 65℃; for 2.5h; Inert atmosphere;
Stage #2: 2-mercapto-γ-butyrolactone With dmap In N,N-dimethyl-formamide at 20 - 70℃; for 49h;
13.14%
furfural
98-01-1

furfural

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

(E)-α-(2-furylmethylene)-γ-butyrolactone
66909-43-1

(E)-α-(2-furylmethylene)-γ-butyrolactone

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; chloroformic acid ethyl ester; lithium diisopropyl amide Yield given. Multistep reaction;
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

α-(3-phenyl-2-propenylidene)-γ-butyrolactone
76606-12-7

α-(3-phenyl-2-propenylidene)-γ-butyrolactone

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; chloroformic acid ethyl ester; lithium diisopropyl amide Yield given. Multistep reaction;
formaldehyd
50-00-0

formaldehyd

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

α-methylene-γ-butyrolactone
547-65-9

α-methylene-γ-butyrolactone

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; chloroformic acid ethyl ester; lithium diisopropyl amide Yield given. Multistep reaction;
trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

α-<(E)-2-butenylidene>-γ-butyrolactone

α-<(E)-2-butenylidene>-γ-butyrolactone

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; chloroformic acid ethyl ester; lithium diisopropyl amide Yield given. Multistep reaction;
nonan-1-al
124-19-6

nonan-1-al

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

A

(+/-)-(Z)-α-nonylidene-γ-butyrolactone
76606-08-1

(+/-)-(Z)-α-nonylidene-γ-butyrolactone

B

(+/-)-(E)-α-nonylidene-γ-butyrolactone
76606-07-0

(+/-)-(E)-α-nonylidene-γ-butyrolactone

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; chloroformic acid ethyl ester; lithium diisopropyl amide Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
heptanal
111-71-7

heptanal

2-mercapto-γ-butyrolactone
14032-62-3

2-mercapto-γ-butyrolactone

α-heptylidene-γ-butyrolactone

α-heptylidene-γ-butyrolactone

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; chloroformic acid ethyl ester; lithium diisopropyl amide Yield given. Multistep reaction;

14032-62-3Relevant articles and documents

Visible-light induced metal-free cascade Wittig/hydroalkylation reactions

Miao, Pannan,Li, Ruining,Lin, Xianfeng,Rao, Liangming,Sun, Zhankui

supporting information, p. 1638 - 1641 (2021/03/09)

Cascade reactions are green and powerful transformations for building multiple carbon-carbon bonds in one step. Through a relay olefination and radical addition process, we were able to develop the cascade Wittig/hydroalkylation reactions induced by visible light. This metal-free radical approach features mild conditions, robustness, and excellent functionality compatibility. It allows access to saturated C3 homologation products directly from aldehydes or ketones. The synthetic utility of this method is demonstrated by a two-step synthesis ofindolizidine 209D.

PERMANENT WAVING AGENT

-

, (2009/04/24)

A permanent waving agent is capable of permanent waving and coloring hair simultaneously. The permanent waving agent includes: (i) a perming first agent including at least one compound represented by Formula (1) below, and an acid dye and/or an oxidation dye: wherein X is a structure selected from the group consisting of —O—, —S—, —NH— and —NR1—; R1 is an alkyl group of 1 to 6 carbon atoms; R2 is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms; Y is an oxygen atom or a sulfur atom; and R is a divalent organic residue optionally having a mercapto group; and(ii) a perming second agent including an oxidizing agent.

PRODUCTION METHOD OF HETEROCYCLIC MERCAPTO COMPOUND

-

Page/Page column 58-61, (2008/06/13)

A method of the invention industrially produces heterocyclic mercapto compounds useful as raw materials or intermediates in the synthesis of medicaments or pesticides, or as permanent wave agent, with a high yield and high productivity using easily available starting materials. A heterocyclic mercapto compound represented by Formula (1) (wherein X represents any structure of -O-, -S-, -NH-, and -NR1-; R1 represents any of an alkyl group, alkoxy group and alkoxyalkyl group each having 1 to 6 carbon atoms; Y represents an oxygen atom, a sulfur atom or -NR2-; R2represents a hydrogen atom or alkyl group having 1 to 6 carbon atoms; and Z1 represents a divalent organic residue having at least one mercapto group) is produced by reacting a metal sulfide or a metal hydrosulfide with a compound represented by Formula (2) (wherein X and Y are as defined in Formula (1); and Z2 represents a divalent organic residue having at least one halogen group) in the presence of a solvent at a pH of 7.0 to 11.0.

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