<3R>-(+)-Ethyl 3,4-dimethylpentanoate | 118399-41-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: <3R>-(+)-Ethyl 3,4-dimethylpentanoate
• 英文别名: ethyl (S)-3,4-dimethylpentanoate；(+)-ethyl (3R)-3,4-dimethylpentanoate；ethyl (3S)-3,4-dimethylpentanoate
• CAS: 118399-41-0
• 化学式: C₉H₁₈O₂
• 分子量: 158.241
• InChiKey: SJTYSQUKMOHFHS-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,4-Dimethyl-trans-penten-(2)-saeure-ethylester 在 <1,9-di-(tert-butyldimethylsilylmethoxy)semicorrinato>cobalt complex (1 mol percent) sodium tetrahydroborate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (R)-ethyl 3,4-dimethylpentanoate 、 <3R>-(+)-Ethyl 3,4-dimethylpentanoate
  参考文献：
  名称：

  Pfaltz, Andreas, Bulletin des Societes Chimiques Belges, 1990, vol. 99, # 9, p. 729 - 739

  摘要：

  DOI：

文献信息

• Stereoselective synthesis of α-methyl and α-alkyl ketones from esters and alkenes<i>via</i>cyclopropanol intermediates
  作者：Maryia V. Barysevich、Volha V. Kazlova、Aliaksandr G. Kukel、Aliaksandra I. Liubina、Alaksiej L. Hurski、Vladimir N. Zhabinskii、Vladimir A. Khripach

  DOI：10.1039/c8cc00888d

  日期：——

  undergo Kulinkovich hydroxycyclopropanation with good diastereoselectivity. For the isomerization of the resulting cyclopropanols to diastereomerically enriched α-methyl ketones, a new mild regioselective method has been developed. A sequence of stereoselective cyclopropanation and cyclopropanol ring opening was successfully employed for the construction of the C20 stereocenter in steroids.

  发现在烯丙基位置具有立体中心的烯烃具有良好的非对映选择性地经历了库林科维奇羟基环丙烷化。为了将所得的环丙醇异构化为非对映异构富集的α-甲基酮，已经开发了一种新的温和的区域选择性方法。一系列的立体选择性环丙烷化和环丙醇开环序列已成功用于类固醇中C20立体中心的构建。
• Chiral synthesis via organoboranes. 20. Conversion of boronic esters of essentially 100% optical purity to B-alkyl-9-borabicyclo[3.3.1]nonanes of very high optical purity. Synthesis of optically active homologated esters, nitriles, and ketones
  作者：Herbert C. Brown、Navalkishore N. Joshi、Chongsuh Pyun、Bakthan Singaram

  DOI：10.1021/ja00187a030

  日期：1989.3
• Leutenegger, Urs; Madin, Andrew; Pfaltz, Andreas, Angewandte Chemie, 1989, vol. 101, # 1, p. 61 - 62
  作者：Leutenegger, Urs、Madin, Andrew、Pfaltz, Andreas

  DOI：——

  日期：——
• DESIGNER CELLS FOR ENANTIOSELECTIVE REDUCTION OF KETONES AND USE THEREOF IN EFFICIENT PRODUCTION OF ENANTIOENRICHED ALCOHOLS
  申请人：COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH

  公开号：US20160289713A1

  公开（公告）日：2016-10-06

  The present invention is to provide a preparation of variant recombinant whole cell biocatalysts, referred herein as “designer cells” having significantly enhanced carbonyl reductase activity for use in the efficient production of variant industrially important enantiomerically enriched alcohols. More specifically, the alcohol is optically pure ethyl (S)-4-chloro-3-hydroxybutyrate, which is useful as chiral building block and an intermediate for the production of hydroxymethylglutaryl-CoA (HMG-CoA) reductase inhibitors.