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32780-06-6

32780-06-6 Structure

32780-06-6 Structure
IdentificationMore
[Name]

(S)-5-Hydroxymethyldihydrofuran-2-one
[CAS]

32780-06-6
[Synonyms]

2(3H)-FURANONE, DIHYDRO-5-(HYDROXYMETHYL)-,(S)
DIHYDRO-5-(HYDROXYMETHYL)-2(3H)-FURANONE (S-)
(S)-(+)-4,5-DIHYDRO-5-HYDROXYMETHYL-2(3H)-FURANONE
(S)-4,5-DIHYDRO-5-HYDROXYMETHYL-2(3H)-FURANONE
(S)-4-HYDROXYMETHYL BUTYROLACTONE
(S)-5-HYDROXYMETHYL-2-OXOTETRAHYDROFURAN
(S)-5-HYDROXYMETHYL-DIHYDRO-FURAN-2-ONE
(S)-(+)-5-HYDROXYMETHYL-GAMMA-BUTYROLACTONE
(S)-(+)-5-HYDROXYMETHYLTETRAHYDRO-2-FURANONE
(S)-(+)-DIHYDRO-5-(HYDROXYMETHYL)-2(3H)-FURANONE
(S)-(+)-DIHYDRO-5-(HYDROXYMETHYL)FURANONE
(S)-(+)-GAMMA-HYDROXYMETHYL-GAMMA-BUTYROLACTON
(S)-(+)-GAMMA-HYDROXYMETHYL-GAMMA-BUTYROLACTONE
(S)-GAMMA-HYDROXYMETHYL-GAMMA-BUTYROLACTONE
(S)-(+)-G-HYDROXYMETHYL-G-BUTYROLACTONE
5-(Hydroxymethyl)dihydro-2(3H)-furanone
(S)-(+)-DIHYDRO-5-(HYDROXYMETHYL)-2(3H)-FURANONE, 95% (98% EE/GLC)
(S)-GAMMA-HYDROXYMETHYL-GAMMA-BUTYRO-&
(s)-γ-hydroxymethyl-γ-butyrolactone
(S)-(+)-5-HYDROXYMETHYL-GAMMA-BUTYROLACTONE 98%
[Molecular Formula]

C5H8O3
[MDL Number]

MFCD00066224
[Molecular Weight]

116.12
[MOL File]

32780-06-6.mol
Chemical PropertiesBack Directory
[Appearance]

Colorless to light yellow liqui
[Melting point ]

72-74 °C
[alpha ]

56 º (c=3 in chloroform)
[Boiling point ]

110-115 °C/0.2 mmHg (lit.)
[density ]

1.237 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.471(lit.)
[Fp ]

>230 °F
[storage temp. ]

0-6°C
[form ]

clear liquid
[pka]

14.12±0.10(Predicted)
[color ]

Colorless to Almost colorless
[optical activity]

[α]20/D +56°, c = 3 in chloroform
[BRN ]

1680284
[CAS DataBase Reference]

32780-06-6(CAS DataBase Reference)
[NIST Chemistry Reference]

(S)-(+)-2',3'-dideoxyribonolactone(32780-06-6)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[HS Code ]

29322090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrochloric acid-->Ethyl acetate-->Methanol-->Tetrahydrofuran-->PETROLEUM ETHER-->Sodium nitrite-->Benzene-->L-Glutamic acid-->Borane-methyl sulfide complex-->Pentanoic acid, 4,5-dihydroxy-, methyl ester, (4S)--->D-threo-Pentonic acid, 2-deoxy-, γ-lactone-->(5S)-5-(trityloxymethyl)-5H-furan-2-one-->2-Oxiranepropanoic acid, methyl ester, (2R)--->2-Oxiranepropanoic acid, methyl ester-->(S)-(+)-GAMMA-(TRITYLOXYMETHYL)-GAMMA-BUTYROLACTONE-->(S)-(-)HYDROXYMETHYL-3(2H)-FURANONE-->(1S,5R)-6,8-dioxabicyclo[3.2.1]octan-4-one
Hazard InformationBack Directory
[Chemical Properties]

Colorless to light yellow liqui
[Uses]

(S)-(+)-Dihydro-5-(hydroxymethyl)-2(3H)-furanone can be used as a chiral synthon to synthesize:
  • Potent nucleoside, acetylcholine, and (+)-muricatacin analogs.
  • Mevinic acids, which are LDL cholesterol-lowering agents.
  • Adenine based anti-HIV agent named β-F-ddA.

[General Description]

Dihydro-5-(hydroxymethyl)-2(3H)-furanone is a chiral building block widely used in the synthesis of many natural products and few biologically significant compounds like anti-HIV dideoxynucleosides. It is also used in the synthesis of optically active ligands.
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-5-Hydroxymethyldihydrofuran-2-one(32780-06-6)1HNMR
(S)-5-Hydroxymethyldihydrofuran-2-one(32780-06-6)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(S)-(+)-gamma-Hydroxymethyl-gamma-butyrolactone, 97%(32780-06-6)
[Sigma Aldrich]

32780-06-6(sigmaaldrich)
[TCI AMERICA]

(S)-(+)-gamma-Hydroxymethyl-gamma-butyrolactone,>94.0%(GC)(32780-06-6)
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