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346861

(S)-(−)-5-Hydroxymethyl-2(5H)-furanone

Name: (<I>S</I>)-(−)-5-Hydroxymethyl-2(5<I>H</I>)-furanone
Brand: ALDRICH

98%

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About This Item

Empirical Formula (Hill Notation):

C₅H₆O₃

CAS Number:

78508-96-0

Molecular Weight:

114.10

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24861447

MDL number:

MFCD00075370

Beilstein/REAXYS Number:

3537455

Assay:

98%

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Properties

Quality Level

200

assay

98%

optical activity

[α]20/D −144°, c = 1 in H₂O

mp

41-43 °C (lit.)

functional group

ester, hydroxyl

storage temp.

2-8°C

SMILES string

OC[C@H]1OC(=O)C=C1

InChI

1S/C5H6O3/c6-3-4-1-2-5(7)8-4/h1-2,4,6H,3H2/t4-/m0/s1

InChI key

AWNLUIGMHSSXHB-BYPYZUCNSA-N

Description

Application

(S)-(−)-5-Hydroxymethyl-2(5H)-furanone can be used as a starting material in the preparation of:

Partially saturated heterocycles via a diastereoselective ring chain formation.
A natural product named (+)-muscarine.
3′-Ethynylthymidine as a possible antiviral agent.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Synthesis of (+)-muscarine from (S)-(-)-5-hydroxymethyl-2 (5H)-furanone

Kang KH, et al.

Tetrahedron Letters, 41(42), 8137-8140 (2000)

Synthesis of 3′-ethynylthymidine, 3′-vinylthymidine and 3′-bromovinylthymidine as potential antiviral agents

Sahlberg C

Tetrahedron Letters, 33(5), 679-682 (1992)

Bohrisch, J. et al.

Tetrahedron Letters, 34, 2749-2749 (1993)

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Global Trade Item Number

SKU	GTIN
346861-1G	04061826761380