CAS No.14032-62-3,3-Mercapto-4,5-dihydrofuran-2(3H)-one Suppliers

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Synthetic 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: 14032-62-3
2-mercapto-γ-butyrolactone

Conditions

Conditions	Yield
With trifluoroacetic acid In 1,4-dioxane; methanol; toluene	A 87% B n/a

: 5061-21-2
α-bromo-γ-butyrolactone

: 14032-62-3
2-mercapto-γ-butyrolactone

Conditions

Conditions	Yield
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%

: 14222-41-4
S-(2-oxotetrahydro-3-furanyl) ethanethioate

: 14032-62-3
2-mercapto-γ-butyrolactone

Conditions

Conditions	Yield
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

: 5061-21-2
α-bromo-γ-butyrolactone

: 67-56-1
methanol

: 14032-62-3
2-mercapto-γ-butyrolactone

Conditions

Conditions	Yield
With sodium hydrogensulfide In water; ethyl acetate	32%

: 5061-21-2
α-bromo-γ-butyrolactone

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

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

C: 14032-62-3
2-mercapto-γ-butyrolactone

Conditions

Conditions	Yield
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;

...Expand

: 5061-21-2
α-bromo-γ-butyrolactone

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

B: 14032-62-3
2-mercapto-γ-butyrolactone

Conditions

Conditions	Yield
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;

: 14032-62-3
2-mercapto-γ-butyrolactone

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

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile	95.83%

: 541-41-3
chloroformic acid ethyl ester

: 14032-62-3
2-mercapto-γ-butyrolactone

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

Conditions

Conditions	Yield
With triethylamine In benzene for 2h; Ambient temperature;	91%

: 1422361-79-2
3-(4-bromobutoxy)-N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)benzamide

: 14032-62-3
2-mercapto-γ-butyrolactone

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

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 1.5h; Reflux;	85.1%
With potassium carbonate In acetonitrile for 1.5h; Reflux;

: 108-05-4
vinyl acetate

: 14032-62-3
2-mercapto-γ-butyrolactone

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

Conditions

Conditions	Yield
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%

: 111-34-2
-butyl vinyl ether

: 14032-62-3
2-mercapto-γ-butyrolactone

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

Conditions

Conditions	Yield
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%

: 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

: 14032-62-3
2-mercapto-γ-butyrolactone

: 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

Conditions	Yield
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%

Yield

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%

: 14032-62-3
2-mercapto-γ-butyrolactone

: 106-96-7
propargyl bromide

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

Conditions

Conditions	Yield
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%

: 627-31-6
1,3-Diiodopropane

: 14032-62-3
2-mercapto-γ-butyrolactone

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

Conditions

Conditions	Yield
With triethylamine In dichloromethane	49%

: 14032-62-3
2-mercapto-γ-butyrolactone

: 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

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

Conditions

Conditions	Yield
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%

...Expand

: 14032-62-3
2-mercapto-γ-butyrolactone

: 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

Conditions

Conditions	Yield
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%

: 14032-62-3
2-mercapto-γ-butyrolactone

: 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

Conditions

Conditions	Yield
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 oil	43%

dichloromethane-ethyl acetate: dichloromethane-ethyl acetate

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

: 14032-62-3
2-mercapto-γ-butyrolactone

: 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

Conditions	Yield
With triethylamine In water; ethyl acetate; N,N-dimethyl-formamide	37%

...Expand

: 14032-62-3
2-mercapto-γ-butyrolactone

: 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

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

Conditions

Conditions	Yield
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%

...Expand

: 558-37-2
tert-butylethylene

: 14032-62-3
2-mercapto-γ-butyrolactone

: C10H18O2

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); triethyl phosphite In benzene at 70℃; Molecular sieve; Inert atmosphere;	30%

: 14032-62-3
2-mercapto-γ-butyrolactone

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

A: 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

Conditions

Conditions	Yield
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%

...Expand

: 14032-62-3
2-mercapto-γ-butyrolactone

: 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

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

Conditions

Conditions	Yield
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%

...Expand

ethyl acetate-cyclohexane: ethyl acetate-cyclohexane

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

: 14032-62-3
2-mercapto-γ-butyrolactone

: 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

Conditions	Yield
With triethylamine In tetrahydrofuran	21%

...Expand

: 73818-55-0, 15596-07-3
Bestmann ylide

: 14032-62-3
2-mercapto-γ-butyrolactone

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

Conditions

Conditions	Yield
In toluene for 66h; Heating;	20%

: 14032-62-3
2-mercapto-γ-butyrolactone

: 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

Conditions

Conditions	Yield
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%

: 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

: 14032-62-3
2-mercapto-γ-butyrolactone

: 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

Conditions	Yield
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%

Yield

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%

: 98-01-1
furfural

: 14032-62-3
2-mercapto-γ-butyrolactone

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

Conditions

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

: 14371-10-9
(E)-3-phenylpropenal

: 14032-62-3
2-mercapto-γ-butyrolactone

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

Conditions

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

: 50-00-0
formaldehyd

: 14032-62-3
2-mercapto-γ-butyrolactone

: 547-65-9
α-methylene-γ-butyrolactone

Conditions

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

: 123-73-9
trans-Crotonaldehyde

: 14032-62-3
2-mercapto-γ-butyrolactone

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

Conditions

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

: 124-19-6
nonan-1-al

: 14032-62-3
2-mercapto-γ-butyrolactone

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

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

Conditions

Conditions	Yield
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;

...Expand

: 111-71-7
heptanal

: 14032-62-3
2-mercapto-γ-butyrolactone

: α-heptylidene-γ-butyrolactone

Conditions

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

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