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Merck
CN

446041

Sigma-Aldrich

(1S,4R)-顺式-4-乙酰氧基-2-环戊烯-1-醇

≥99%

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别名:
(1R,3S)-(+)-顺式-4-环戊烯-1,3-二醇1-乙酸酯, (1R,3S)-4-环戊烯-1,3-二醇-1-乙酸酯, (1R,4S)-顺式-4-羟基-2-环戊烯基乙酸酯
经验公式(希尔记法):
C7H10O3
CAS号:
分子量:
142.15
Beilstein:
4663992
MDL编号:
UNSPSC代码:
12352108
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

≥99%

形式

solid

旋光性

[α]20/D +68°, c = 2.3 in chloroform

mp

49-51 °C (lit.)

SMILES字符串

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

InChI

1S/C7H10O3/c1-5(8)10-7-3-2-6(9)4-7/h2-3,6-7,9H,4H2,1H3/t6-,7+/m1/s1

InChI key

IJDYOKVVRXZCFD-RQJHMYQMSA-N

应用

(1S,4R)-cis-4-Acetoxy-2-cyclopenten-1-ol can be used as:
  • A building block for the synthesis of biologically significant carbocyclic nucleosides and prostaglandins.
  • A starting material in the synthesis of azasugar analogs.

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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An improved preparation of highly enantiomerically enriched (R)-(+)-4-tert-butyldimethylsiloxy-2-cyclopenten-1-one
Myers AG, et al.
Tetrahedron Letters, 37(18), 3083-3086 (1996)
Theil, F. et al.
Journal of the Chemical Society. Perkin Transactions 1, 255-255 (1996)
(4R)-(+)-tert-Butyldimethylsiloxy-2-Cyclopenten-1-one: 2-Cyclopenten-1-one, 4-[[(1, 1-dimethylethyl) dimethylsilyl] oxy]-,(R)-
Paquette LA,
Organic Syntheses, 73(18), 36-36 (1996)
Synthesis of base-modified noraristeromycin derivatives and their inhibitory activity against human and Plasmodium falciparum recombinant S-adenosyl-L-homocysteine hydrolase
Kitade Y, et al.
Tetrahedron, 58(7), 1271-1277 (2002)
Variable and stereoselective synthesis of azasugar analogues by a ruthenium-catalyzed ring rearrangement
Voigtmann U and Blechert S
Organic Letters, 2(25), 3971-3974 (2000)

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