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375322

Sigma-Aldrich

2-氧代-4-苯基丁酸乙酯

97%

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About This Item

线性分子式:
C6H5CH2CH2COCOOCH2CH3
CAS号:
64920-29-2
分子量:
206.24
Beilstein:
2725083
EC 号:
265-276-9
MDL编号:
MFCD00037533
UNSPSC代码:
12352100
PubChem化学物质编号:
24863381
NACRES:
NA.22

方案

97%

表单

liquid

折射率

n20/D 1.504 (lit.)

沸点

132 °C/2 mmHg (lit.)

密度

1.091 g/mL at 25 °C (lit.)

SMILES字符串

CCOC(=O)C(=O)CCc1ccccc1

InChI

1S/C12H14O3/c1-2-15-12(14)11(13)9-8-10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3

InChI key

STPXIOGYOLJXMZ-UHFFFAOYSA-N

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一般描述

2-氧代-4-苯基丁酸乙酯是脂肪族的 α-酮酸酯。据报道 2-氧代-4-苯基丁酸乙酯的生物还原产生（R）-2-羟基-4-苯基丁酸乙酯。已经报道了离子液体对啤酒酵母不对称还原 2-氧代-4-苯基丁酸乙酯的影响。已经报道了使用细菌还原酶不对称还原 2-氧代-4-苯基丁酸乙酯。已经报道了使用均相的 Rh-二膦和非均相的 Pt/Al2O3-cinchona 催化剂对 2-氧代-4-苯基丁酸乙酯进行对映选择性加氢。

应用

2-氧代-4-苯基丁酸乙酯可用于合成（R）-2-羟基-4-苯基丁酸乙酯，这是血管紧张素转化酶（ACE）抑制剂的重要手性前体。

储存分类代码

10 - Combustible liquids

WGK

WGK 2

闪点(°F)

235.4 °F - closed cup

闪点(°C)

113 °C - closed cup

个人防护装备

Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
1127877
1451189V
1451176V
BCBB2766V
BCBB2766

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Efficient Reduction of Ethyl 2-Oxo-4-phenylbutyrate at 620 g? L- 1 by a Bacterial Reductase with Broad Substrate Spectrum.
Ni Y, et al.
J. Mol. Catal. A: Chem., 107(1), 85-94 (1996)
Ye Ni et al.
Journal of biotechnology, 168(4), 493-498 (2013-10-15)
Ethyl (R)-2-hydroxy-4-phenylbutanoate [(R)-HPBE] is a versatile and important chiral intermediate for the synthesis of angiotensin-converting enzyme (ACE) inhibitors. Recombinant E. coli strain coexpressing a novel NADPH-dependent carbonyl reductase gene iolS and glucose dehydrogenase gene gdh from Bacillus subtilis showed excellent
Yu-Gang Shi et al.
Journal of industrial microbiology & biotechnology, 35(11), 1419-1424 (2008-08-22)
The effect of ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]) on the asymmetric reduction of ethyl 2-oxo-4-phenylbutyrate (EOPB) to synthesize optical active ethyl 2-hydroxy-4-phenylbutyrate (EHPB) catalyzed by Saccharomyces cerevisiae was investigated. (R)-EHPB [70.4%, e.e.(R)] is obtained using ethyl ether or benzene as
Efficient Reduction of Ethyl 2-Oxo-4-phenylbutyrate at 620 g? L- 1 by a Bacterial Reductase with Broad Substrate Spectrum.
Ni Y, et al.
Advanced Synthesis & Catalysis, 353(8), 1213-1217 (2011)
Nai-Dong Shen et al.
Organic letters, 14(8), 1982-1985 (2012-04-07)
A new reductase, CgKR2, with the ability to reduce ethyl 2-oxo-4-phenylbutyrate (OPBE) to ethyl (R)-2-hydroxy-4-phenylbutyrate ((R)-HPBE), an important chiral precursor for angiotensin-converting enzyme (ACE) inhibitors, was discovered. For the first time, (R)-HPBE with >99% ee was produced via bioreduction of

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