(S)-(+)-3-Hydroxytetrahydrofuran supplier

Name
(S)-(+)-3-Hydroxytetrahydrofuran
EINECS 1308068-626-2
CAS No. 86087-23-2
Article Data28
CAS DataBase
Density 1.148 g/cm³
Solubility soluble in water
Melting Point
Formula C₄H₈O₂
Boiling Point 181 °C at 760 mmHg
Molecular Weight 88.1063
Flash Point 81.1 °C
Transport Information
Appearance clear liquid
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-Furanol,tetrahydro-, (S)-;(+)-3-Hydroxytetrahydrofuran;(S)-(+)-Tetrahydrofuran-3-ol;(S)-3-Hydroxytetrahydrofuran;(S)-Tetrahydro-3-furanol;3S-Hydroxytetrahydrofuran;
PSA 29.46000
LogP -0.23240

Synthetic route

: 139013-68-6
(3S)-4-chloro-1,3-butanediol

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide In methanol; water	99.8%
With potassium hydroxide In methanol at 40℃; for 4h; Reagent/catalyst;	97%
In anhydrous ethylene glycol dimethyl ether at 110℃; for 5h; Product distribution / selectivity;	90%

: 145873-44-5
4-chloro-3-hydroxy-1-butanol

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With hydrogenchloride In water at 50℃; for 4h; Solvent; Reagent/catalyst;	94.6%

: (S)-3-(4-Methoxy-benzyloxy)-tetrahydro-furan

A: 83318-92-7
ethyl p-methoxybenzyl sulfide

B: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With aluminium trichloride; ethanethiol In dichloromethane for 5h; Ambient temperature;	A n/a B 93%

: 42890-76-6
(S)-1,2,4-butanetriol

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid (3a preparation above 7a);	87%
toluene-4-sulfonic acid In PEG-400 at 120 - 160℃; under 10 Torr; for 12h; Product distribution / selectivity;	83%
strong acid ion exchange resin (Amberlyst 15, H+ form) In 1,4-dioxane at 90 - 120℃; under 760.051 - 5931.67 Torr; Product distribution / selectivity;	70%
With toluene-4-sulfonic acid
With toluene-4-sulfonic acid In water at 90℃;	10 g

: (S)-tetrahydrofuran-3-yl acetate

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 20℃; for 3h;	83%

: (S)-3-benzyloxytetrahydrofuran

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen at 40℃;	81.5%

: 86087-24-3
(R)-3-Hydroxytetrahydrofuran

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
Stage #1: (R)-3-Hydroxytetrahydrofuran With azodicarboxylic acid bis(2-methoxyethyl) ester; 4-diphenylphosphanobenzoic acid In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: With water; sodium hydroxide In tetrahydrofuran at 20℃; stereospecific reaction;	64%

: 115914-74-4
2-(oxiran-2-yl)ethyl 4-methylbenzenesulfonate

A: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

B: 2-((R)-oxiran-2-yl)ethyl 4-methylbenzenesulfonate

Conditions

Conditions	Yield
With (S,S)-(salen)cobalt(III)(OAc); water In tetrahydrofuran at 0 - 25℃; for 14h; optical yield given as %ee; enantioselective reaction;	A 48% B 47%

: 1191-99-7
2,3-dihydro-2H-furan

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 1708-29-8
2,5-dihydrofuran

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
Multistep reaction;
Yield given. Multistep reaction;

: (S)-3-(trichlorosilyl)tetrahydrofuran

A: 86087-24-3
(R)-3-Hydroxytetrahydrofuran

B: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate In tetrahydrofuran; methanol for 16h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 145873-44-5
4-chloro-3-hydroxy-1-butanol

A: 1708-29-8
2,5-dihydrofuran

B: 86087-24-3
(R)-3-Hydroxytetrahydrofuran

C: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With hydrogenchloride for 2h; Heating;	A 15 % Chromat. B n/a C n/a
With hydrogenchloride for 2h; Heating; Yields of byproduct given. Title compound not separated from byproducts;	A 15 % Chromat. B n/a C n/a

...Expand

: 453-20-3
3-Hydroxytetrahydrofuran

A: 86087-24-3
(R)-3-Hydroxytetrahydrofuran

B: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With vinyl acetate; Candida antarctica B lipase on carrier C3 In hexane at 37℃; for 0.0833333h; Title compound not separated from byproducts;

: 27999-96-8
(+/-)-tetrahydrofuran-3-yl acetate

A: 86087-24-3
(R)-3-Hydroxytetrahydrofuran

B: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With sodium phosphate buffer; esterase B from Candida antarctica In water at 37℃; for 1h; pH=7.3; Product distribution;

: 167971-73-5
(2S)-2-tert-Butoxy-1,4-butanediol

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 18 - 77℃; under 12.5 - 15 Torr;

: 453-20-3
3-Hydroxytetrahydrofuran

: 108-05-4
vinyl acetate

A: 86087-24-3
(R)-3-Hydroxytetrahydrofuran

B: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

C: (R)-tetrahydrofuran-3-yl acetate

D: (S)-tetrahydrofuran-3-yl acetate

Conditions

Conditions	Yield
With EL-14 lipase In hexane at 4℃; for 16h; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;

...Expand

: 778-29-0
but-3-enyl 4-methylbenzenesulfonate

A: 86087-24-3
(R)-3-Hydroxytetrahydrofuran

B: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With potassium osmate(VI) dihydrate; methanesulfonamide; water; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; potassium hexacyanoferrate(III) In tert-butyl alcohol at 0℃; for 6h; Sharpless asymmetric dihydroxylation; optical yield given as %ee;

: 27999-96-8
(+/-)-tetrahydrofuran-3-yl acetate

A: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

B: (R)-tetrahydrofuran-3-yl acetate

Conditions

Conditions	Yield
With crude extract of Escherichia coli DH5α cells containing Bacillus stearothermophilus esterase, D31T/L93F mutant In aq. phosphate buffer at 37℃; for 42h; pH=7.5; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;

: 22929-52-8
tetrahydrofuran-3-one

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With nicotinamide adenine dinucleotide In aq. phosphate buffer; acetonitrile at 30℃; for 4h; pH=7.4; Kinetics; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;	n/a
With alcohol dehydrogenase fromThermoanaerobacter brockii, A85V/I86L/L294Q mutant; NADP; lysozyme; DNase I In isopropyl alcohol at 30℃; for 16h; Enzymatic reaction; stereoselective reaction;	n/a

: C7H18NO2(1+)*Cl(1-)

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide at 170 - 190℃; Reagent/catalyst; Inert atmosphere;

: 22929-52-8
tetrahydrofuran-3-one

A: 86087-24-3
(R)-3-Hydroxytetrahydrofuran

B: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

Conditions

Conditions	Yield
With alcohol dehydrogenase fromThermoanaerobacter brockii, A85V/I86L/L294H mutant; NADP; lysozyme; DNase I In isopropyl alcohol at 30℃; for 16h; Enzymatic reaction; stereoselective reaction;	A n/a B n/a
With alcohol dehydrogenase fromThermoanaerobacter brockii, L294C mutant; NADP; lysozyme; DNase I In isopropyl alcohol at 30℃; for 16h; Enzymatic reaction; stereoselective reaction;	A n/a B n/a

: 74124-79-1
di(succinimido) carbonate

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 138499-08-8
1-({[(3S)-tetrahydro-3-furanyloxy]carbonyl}oxy)-2,5-pyrrolidinedione

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 18h;	100%
With triethylamine In acetonitrile at 20℃; for 18h;	100%
With triethylamine In acetonitrile at 20℃; for 21.5h;	94%

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 3-cyanocarbonyl-3'-methoxycarbonyl-2,2'-binaphthalene

: [2,2']Binaphthalenyl-1,3'-dicarboxylic acid 1-methyl ester 3'-(S)-(tetrahydro-furan-3-yl) ester

Conditions

Conditions	Yield
With dmap In acetonitrile at 20℃;	100%

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 229495-94-7
Carbonic acid (1R,2S)-2-tert-butoxycarbonylamino-1-{[isobutyl-(4-nitro-benzenesulfonyl)-amino]-methyl}-3-phenyl-propyl ester 4-nitro-phenyl ester

: 229495-71-0
Carbonic acid (1R,2S)-2-tert-butoxycarbonylamino-1-{[isobutyl-(4-nitro-benzenesulfonyl)-amino]-methyl}-3-phenyl-propyl ester (S)-(tetrahydro-furan-3-yl) ester

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane for 48h; Heating;	100%

: 752242-45-8
3-hydroxy-5-(4-methanesulfonylphenoxy)benzoic acid methyl ester

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 1001420-25-2
C19H20O7S

Conditions

Conditions	Yield
With 4,4-(dimethyl-1,1-dioxido-1,2,5-thiadiazolidin-2-yl)-triphenyl phosphonium In dichloromethane; toluene at 20℃; for 15h;	100%

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 98-59-9
p-toluenesulfonyl chloride

: 112052-11-6
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester

Conditions

Conditions	Yield
With 1H-imidazole; dmap In dichloromethane at 20℃; for 16h;	100%
With pyridine	100%
With trimethylamine hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 4h;	99%

: 1037093-11-0
(3-fluoro-2-hydroxy-5-nitro-benzyl)-methyl-carbamic acid tert-butyl ester

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 1508296-65-8
(R)-tert-butyl 3-fluoro-5-nitro-2-((tetrahydrofuran-3-yl)oxy)benzyl(methyl)carbamate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 16.5h;	100%

: 358-23-6
trifluoromethylsulfonic anhydride

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: (S)-tetrahydrofuran-3-yl trifluoromethanesulfonate

Conditions

Conditions	Yield
Stage #1: trifluoromethylsulfonic anhydride With N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 0.0833333h; Inert atmosphere; Stage #2: (S)-3-hydroxytetyrahydrofurane In dichloromethane at -78 - 20℃; for 3h; Inert atmosphere;	100%
With pyridine In dichloromethane at -10℃; for 0.5h;

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 162012-67-1
N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine

: 4-[(3-chloro-4-fluorophenyl)amino]-6-nitro-7-[(S)-(tetrahydrofuran-3-yl)oxy]quinazoline

Conditions

Conditions	Yield
Stage #1: (S)-3-hydroxytetyrahydrofurane With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Stage #2: N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine In tetrahydrofuran at 20℃; for 3h;	99.5%
Stage #1: (S)-3-hydroxytetyrahydrofurane With sodium hydride In tetrahydrofuran; mineral oil for 0.75h; Cooling with ice; Stage #2: N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine In tetrahydrofuran at 20℃; for 5h;	99.5%
Stage #1: (S)-3-hydroxytetyrahydrofurane With sodium hydride In tetrahydrofuran; mineral oil for 0.75h; Cooling with ice; Stage #2: N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine In tetrahydrofuran; mineral oil at 20℃; for 5h;	99.5%

: 4-[(3-chloro-4-fluorophenyl)amino]-6-nitro-7-fluoroquinazoline

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 4-nitro-7-[(S)-(tetrahydrofuran-3-yl)oxy]quinazoline

Conditions

Conditions	Yield
Stage #1: (S)-3-hydroxytetyrahydrofurane With sodium hydride In tetrahydrofuran; mineral oil for 0.75h; Cooling with ice; Stage #2: 4-[(3-chloro-4-fluorophenyl)amino]-6-nitro-7-fluoroquinazoline In tetrahydrofuran; mineral oil at 20℃; for 5h;	99.5%

: 1309831-35-3
1-(2-fluoro-5-nitrophenyl)-4-methyl-1H-tetrazol-5(4H)-one

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 1-(2-((S)-tetrahydrofuran-3-yloxy)-5-nitrophenyl)-4-methyl-1H-tetrazol-5(4H)-one

Conditions

Conditions	Yield
Stage #1: (S)-3-hydroxytetyrahydrofurane With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.333333h; Inert atmosphere; Stage #2: 1-(2-fluoro-5-nitrophenyl)-4-methyl-1H-tetrazol-5(4H)-one In tetrahydrofuran at 0 - 20℃; for 2.16667h;	98%

: 179552-73-9
4-((3-chloro-4-fluorophenyl)amino)-6-nitro-7-chloroquinazoline

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 4-[(3-chloro-4-fluorophenyl)amino]-6-nitro-7-[(S)-(tetrahydrofuran-3-yl)oxy]quinazoline

Conditions

Conditions	Yield
Stage #1: (S)-3-hydroxytetyrahydrofurane With potassium tert-butylate In N,N-dimethyl-formamide at 0℃; for 2h; Stage #2: 7-chloro-N-(3-chloro-4-fluorophenyl)-6-nitroquinazolin-4-amine With sodium benzenesulfonate In N,N-dimethyl-formamide at 30 - 90℃; for 6h;	97.8%
With potassium tert-butylate; sodium methansulfinate In N,N-dimethyl-formamide at 80℃; for 3h; Reagent/catalyst; Solvent; Temperature;	93%

: 2-(chloromethyl)-4-hydroxy-5,8-dihydropyridine[3,4-d]pyrimidine-7(6H)-carboxylic acid tert-butyl ester

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 3(S)-4-hydroxy-2-(((tetrahydrofuran-3-yl)oxy)methyl)-5,8-dihydropyridin[3,4-d]pyrimidine-7(6H)-carboxylic acid tert butyl ester

Conditions

Conditions	Yield
Stage #1: (S)-3-hydroxytetyrahydrofurane With sodium hydride In N,N-dimethyl-formamide for 0.5h; Stage #2: 2-(chloromethyl)-4-hydroxy-5,8-dihydropyridine[3,4-d]pyrimidine-7(6H)-carboxylic acid tert-butyl ester In N,N-dimethyl-formamide at 20℃; for 1h;	97%

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 124-63-0
methanesulfonyl chloride

: 347885-35-2
[(3S)-tetrahydrofuran-3-yl] methanesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h; Cooling with ice;	96%
With triethylamine In dichloromethane at 20℃; Cooling with ice;	83%
With triethylamine In dichloromethane at 0℃; for 4h;	80%

: 1355011-30-1
methyl 6-(2,6-difluoro-4-hydroxyphenyl)-5-fluoropyridine-2-carboxylate

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 1395992-69-4
methyl 6-{2,6-difluoro-4-[(3R)-tetrahydrofuran-3-yloxy]phenyl}-5-fluoropyridine-2-carboxylate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃;	96%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 2h;	96%

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 104-15-4
toluene-4-sulfonic acid

: 112052-11-6
toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester

Conditions

Conditions	Yield
Stage #1: (S)-3-hydroxytetyrahydrofurane With dmap; triethylamine In dichloromethane at 0℃; for 0.166667h; Stage #2: toluene-4-sulfonic acid at 20 - 50℃; for 1.66667h;	96%

: 35421-08-0
4-hydroxybenzyl chloride

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: (3S)-3-[p-(chloromethyl)phenoxy]tetrahydrofuran

Conditions

Conditions	Yield
Stage #1: 4-hydroxybenzyl chloride In dichloromethane at -5 - 0℃; for 3h; Stage #2: (S)-3-hydroxytetyrahydrofurane With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 4.5h; Reagent/catalyst; Reflux;	95.3%

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 350-46-9
4-Fluoronitrobenzene

: (S)-3-(4-nitrophenoxy)tetrahydrofuran

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20 - 25℃; for 1h; Inert atmosphere;	95%

: C12H11Cl3N2O

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: C16H18Cl2N2O3

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃;	94.3%

: 462-06-6
fluorobenzene

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: (S)-3-phenoxytetrahydrofuran

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 0 - 10℃; for 1.5h; Inert atmosphere; Large scale;	94%
With potassium tert-butylate In tetrahydrofuran at 0 - 10℃; for 1h; Inert atmosphere; Large scale;	94%

: 915095-85-1
(2-chloro-5-bromophenyl)(4-fluorophenyl)methanone

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 915095-84-0
(S)-(5-bromo-2-chlorophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100 - 110℃;	93%
With potassium tert-butylate In tetrahydrofuran at 7 - 10℃; for 0.5h;	87%
With potassium tert-butylate In tetrahydrofuran at 0 - 10℃; for 2h;	85.3%

: 6-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-4-methylquinazolin-8-ol

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: (S)-6-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-4-methyl-8-((tetrahydrofuran-3-yl)oxy)quinazoline

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu Displacement; Inert atmosphere;	93%

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 149947-16-0
1-bromo-3-(bromomethyl)-2-fluorobenzene

: (S)-3-((3-bromo-2-fluorobenzyl)oxy)tetrahydrofuran

Conditions

Conditions	Yield
Stage #1: (S)-3-hydroxytetyrahydrofurane With sodium hydride In N,N-dimethyl-formamide for 1h; Inert atmosphere; Stage #2: 1-bromo-3-(bromomethyl)-2-fluorobenzene In N,N-dimethyl-formamide for 17h; Inert atmosphere;	92.51%

: C20H18ClF2N5O

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 4-[(3-chloro-4-fluorophenyl)amino]-6-{[4-(N,N-dimethylamino)-1-oxo-2-buten-1-yl]amino}-7-[(S)-(tetrahydrofuran-3-yl)oxy]quinazoline

Conditions

Conditions	Yield
With potassium tert-butylate In methanol; tert-butyl alcohol at 50℃; for 1h; Solvent;	92.5%
With potassium tert-butylate In tert-butyl alcohol at 50℃; for 1h; Reagent/catalyst; Solvent;	89%
With potassium tert-butylate In tert-butyl alcohol at 50℃; for 1h; Solvent; Reagent/catalyst;	89%

: 915095-86-2
(2-chloro-5-iodophenyl)(4-fluorophenyl)methanone

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 915095-87-3
(S)-(2-chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 16 - 25℃; for 3h;	91.8%
Stage #1: (2-chloro-5-iodophenyl)(4-fluorophenyl)methanone; (S)-3-hydroxytetyrahydrofurane With potassium tert-butylate In tetrahydrofuran at 16 - 25℃; for 4h; Stage #2: With water at 20 - 21℃; for 1.83333h;	91.8%
With potassium tert-butylate In tetrahydrofuran at 16 - 25℃; for 4h; Industry scale;	91.8%

: 352-32-9
p-fluorotoluene

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: (S)-3-p-cresyltetrahydrofuran

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 0 - 10℃; for 1.5h; Inert atmosphere; Large scale;	91%

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 74-88-4
methyl iodide

: (S)-(+)-3-methoxytetrahydrofuran

Conditions

Conditions	Yield
With sodium hydride In diethyl ether at 25℃; for 24h; Etherification;	90%

: 1618663-21-0
6-(2,4-dichloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methylbenzo[d]oxazole

: 86087-23-2
(S)-3-hydroxytetyrahydrofurane

: 1618663-42-5
(S)-6-(2-chloro-4-((tetrahydrofuran-3-yl)oxy)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methylbenzo[d]oxazole

Conditions

Conditions	Yield
With sodium t-butanolate In 1,4-dioxane at 75℃; for 5h;	90%
With sodium t-butanolate In 1,4-dioxane at 25℃; for 16h;	68%

(S)-(+)-3-Hydroxytetrahydrofuran Chemical Properties

Product Name: (S)-(+)-3-Hydroxytetrahydrofuran (CAS NO.86087-23-2)

Molecular Formula: C₄H₈O₂
Molecular Weight: 88.11g/mol
Mol File: 86087-23-2.mol
Appearance: Colourless Liquid
Boiling point: 181 °C at 760 mmHg
Flash Point: 81.1 °C
Density: 1.148 g/cm³
Refractive index: n20/D 1.45(lit.)
Water Solubility: soluble
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Index of Refraction: 1.475
Molar Refractivity: 21.64 cm³
Molar Volume: 76.7 cm³
Surface Tension: 38.7 dyne/cm
Enthalpy of Vaporization: 48.57 kJ/mol
Vapour Pressure: 0.255 mmHg at 25°C
Product Categories: Alcohols, Hydroxy Esters and Derivatives; Chiral Compounds; Starting Raw Materials & Intermediates; Small molecule; Tetrahydrofuran Series; Chiral Reagents; Furans; Chiral Building Blocks; Simple Alcohols (Chiral); Synthetic Organic Chemistry

(S)-(+)-3-Hydroxytetrahydrofuran Safety Profile

Safety Information of (S)-(+)-3-Hydroxytetrahydrofuran (CAS NO.86087-23-2):
Hazard Codes: Xi Irritant
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3

(S)-(+)-3-Hydroxytetrahydrofuran Specification

(S)-(+)-3-Hydroxytetrahydrofuran , its CAS NO. is 86087-23-2, the synonyms are (3S)-tetrahydrofuran-3-ol ; (S)-(+)-Tetrahydro-3-furanol .

Product Name

(S)-(+)-3-Hydroxytetrahydrofuran

Synthetic route

(S)-(+)-3-Hydroxytetrahydrofuran Chemical Properties

(S)-(+)-3-Hydroxytetrahydrofuran Safety Profile

(S)-(+)-3-Hydroxytetrahydrofuran Specification

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