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Merck
CN

346861

Sigma-Aldrich

(S)-(-)-5-羟甲基-2(5H)-呋喃酮

98%

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经验公式(希尔记法):
C5H6O3
CAS号:
分子量:
114.10
Beilstein:
3537455
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

检测方案

98%

旋光性

[α]20/D −144°, c = 1 in H2O

mp

41-43 °C (lit.)

储存温度

2-8°C

SMILES字符串

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

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应用

(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.

WGK

WGK 3

闪点(°F)

235.4 °F

闪点(°C)

113 °C

个人防护装备

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)
Bohrisch, J. et al.
Tetrahedron Letters, 34, 2749-2749 (1993)
Highly diastereoselective ring chain transformation of butonolides to 5-(a-hydroxyalkyl) pyrazolidin-3-ones
Bohrisch J, et al.
Tetrahedron Letters, 34(17), 2749-2752 (1993)
Synthesis of 3′-ethynylthymidine, 3′-vinylthymidine and 3′-bromovinylthymidine as potential antiviral agents
Sahlberg C
Tetrahedron Letters, 33(5), 679-682 (1992)

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