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(S)-5-Hydroxymethyldihydrofuran-2-one

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(S)-5-Hydroxymethyldihydrofuran-2-one Basic information

Product Name:
(S)-5-Hydroxymethyldihydrofuran-2-one
Synonyms:
  • (S)-(+)-gamma-Hydroxymethyl-gamma-butyrolactone,97%
  • (S)-Gamma-Hydroxymethyl-Gamma
  • (S)-(+)-Dihydro-5-(hydroxymethyl)-2(3H)-furanone ,97%
  • (5S)-5-(HYDROXYMETHYL)-3,4,5-TRIHYDROFURAN-2-ONE
  • (5S)-(+)-5-(Hydroxymethyl)dihydrofuran-2(3H)-one
  • (S)-(+)-4,5-Dihydro-5-hydroxymethyl-2(3H)-furanone (S)-(+)-5-Hydroxymethyltetrahydro-2-furanone
  • 5-Oxo-tetrahydro-furan-2-carboxylic acid ethyl ester
  • (5S)-5-(hydroxyMethyl)oxolan-2-one
CAS:
32780-06-6
MF:
C5H8O3
MW:
116.12
Product Categories:
  • chiral
  • Chiral Reagent
Mol File:
32780-06-6.mol
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(S)-5-Hydroxymethyldihydrofuran-2-one Chemical Properties

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.)
Flash point:
>230 °F
storage temp. 
2-8°C
pka
14.12±0.10(Predicted)
form 
clear liquid
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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
23-24/25-37/39-26
WGK Germany 
3
HS Code 
29322090

MSDS

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(S)-5-Hydroxymethyldihydrofuran-2-one Usage And Synthesis

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.

(S)-5-Hydroxymethyldihydrofuran-2-one Preparation Products And Raw materials

Raw materials

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