(S)-5,5,5-Trifluoro-3-hydroxy-pentanoic acid ethyl ester | 127146-30-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: (S)-5,5,5-Trifluoro-3-hydroxy-pentanoic acid ethyl ester
• 英文别名: ethyl (3S)-5,5,5-trifluoro-3-hydroxypentanoate
• CAS: 127146-30-9
• 化学式: C₇H₁₁F₃O₃
• 分子量: 200.158
• InChiKey: DNJOWOOXCGNUJJ-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl (trifluoromethylaceto)acetate 以77%的产率得到
  参考文献：
  名称：

  NAKAMURA, KAORU;KAWAI, YASUSHI;OHNO, ATSUYOSHI, TETRAHEDRON LETT., 31,(1990) N, C. 267-270

  摘要：

  DOI：

文献信息

• Efficient synthesis of an ε-hydroxy ester in a space–time yield of 1580gL−1d−1 by a newly identified reductase RhCR
  作者：Rui-Jie Chen、Gao-Wei Zheng、Yan Ni、Bu-Bing Zeng、Jian-He Xu

  DOI：10.1016/j.tetasy.2014.10.011

  日期：2014.12

  A new NADH-dependent carbonyl reductase RhCR capable of efficiently reducing the epsilon-ketoester ethyl 8-chloro-6-oxooctanoate (ECOO) to give ethyl (S)-8-chloro-6-hydroxyoctanoate [(S)-ECHO], an important chiral precursor for the synthesis of (R)-alpha-lipoic acid, was identified from Rhodococcus sp. ECU1014. Using recombinant Escherichia coli cells expressing RhCR and glucose dehydrogenase used for the regeneration of cofactor, 440 g L-1 (2 M) of ECOO were stoichiometrically converted to (S)-ECHO in a space-time yield of 1580 g L-1 d(-1) without the external addition of any expensive cofactor. (C) 2014 Elsevier Ltd. All rights reserved.
• A novel method to synthesize (L)-β-hydroxyl esters by the reduction with bakers' yeast
  作者：Kaoru Nakamura、Yasushi Kawai、Atsuyoshi Ohno

  DOI：10.1016/s0040-4039(00)94389-2

  日期：1990.1
• NAKAMURA, KAORU;KAWAI, YASUSHI;OHNO, ATSUYOSHI, TETRAHEDRON LETT., 31,(1990) N, C. 267-270
  作者：NAKAMURA, KAORU、KAWAI, YASUSHI、OHNO, ATSUYOSHI

  DOI：——

  日期：——