(S)-(+)-3-Methyl-5-oxohexansaeure | 52949-96-9

• 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: (S)-(+)-3-Methyl-5-oxohexansaeure
• 英文别名: (3S)-3-methyl-5-oxohexanoic acid
• CAS: 52949-96-9
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: AWFAJMHWCSGTSU-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 (S)-(+)-3-Methyl-5-oxohexansaeure 生成 methyl (S)-(+)-3-methyl-5-oxohexanoate
  参考文献：
  名称：

  Asymmetric Michael Addition of Malonate Anions to Prochiral Acceptors Catalyzed by l-Proline Rubidium Salt

  摘要：

  L-Proline rubidium salt catalyzes the asymmetric Michael addition of malonate anions to prochiral enones and enals. This method can be applied to a wide range of substrates to give adducts with a predictable absolute configuration: (S)-adducts from (E)-enones/enals and (R)-adducts from cyclic (Z)-enones. Both the secondary amine moiety and the carboxylate moiety are critical for the catalytic activity and asymmetric induction. Varying the countercation also affects the reaction course. High enantiomeric excesses were attained when di(tert-butyl) malonate was added to (E)-enones in the presence of CsF. The stereochemistry of the Michael reaction indicates that asymmetric induction takes place via enantioface discrimination involving the acceptor alpha-carbon atom rather than the beta-carbon atom.

  DOI：

  10.1021/jo960216c
• 作为产物：
  描述：

  ditert-butyl 2-[(2S)-4-oxopentan-2-yl]propanedioate 在 盐酸 作用下， 生成 (S)-(+)-3-Methyl-5-oxohexansaeure
  参考文献：
  名称：

  Asymmetric Michael Addition of Malonate Anions to Prochiral Acceptors Catalyzed by l-Proline Rubidium Salt

  摘要：

  L-Proline rubidium salt catalyzes the asymmetric Michael addition of malonate anions to prochiral enones and enals. This method can be applied to a wide range of substrates to give adducts with a predictable absolute configuration: (S)-adducts from (E)-enones/enals and (R)-adducts from cyclic (Z)-enones. Both the secondary amine moiety and the carboxylate moiety are critical for the catalytic activity and asymmetric induction. Varying the countercation also affects the reaction course. High enantiomeric excesses were attained when di(tert-butyl) malonate was added to (E)-enones in the presence of CsF. The stereochemistry of the Michael reaction indicates that asymmetric induction takes place via enantioface discrimination involving the acceptor alpha-carbon atom rather than the beta-carbon atom.

  DOI：

  10.1021/jo960216c

文献信息

• Process for preparing intermediates of HMG-CoA reductase inhibitors
  申请人：Kansal Vinod Kumar

  公开号：US20090076271A1

  公开（公告）日：2009-03-19

  The present invention relates to intermediates of rosuvastatin and processes for the production thereof.

  本发明涉及罗伐司汀的中间体及其生产工艺。
• Rosuvastatin intermediates and process for the preparation of rosuvastatin
  申请人：Kansal Vinod Kumar

  公开号：US20090076292A1

  公开（公告）日：2009-03-19

  Provided are intermediates and process for the preparation of statins, preferably rosuvastatin.

  提供了制备他汀类药物（最好是罗伊司他）的中间体和过程。
• Configuration and conformation of cis- and trans-3,5-dimethylvalerolactones
  作者：Frank I. Carroll、Gordon N. Mitchell、Joseph T. Blackwell、Asha Sobti、Ronald Meck

  DOI：10.1021/jo00940a020

  日期：1974.12
• Carroll,F.J.; Meck,R., Synthetic Communications, 1971, vol. 1, p. 169 - 174
  作者：Carroll,F.J.、Meck,R.

  DOI：——

  日期：——
• Process for the preparation of 7-amino syn 3,5-dihydroxy heptanoic acid derivatives via 6-cyano syn 3,5-dihydroxy hexanoic acid derivatives
  申请人：Ohrlein Reinhold

  公开号：US20070142662A1

  公开（公告）日：2007-06-21

  The invention relates to novel synthesis methods for the preparation of the intermediates, which are suitable for the preparation of statin derivatives, especially to novel synthesis methods of the intermediate of formula VI wherein R a and R c are each independently of the other hydrogen or a hydroxy-protecting group or together are a bridging hydroxy-protecting group, and R b is a carboxy-protecting group, which methods are carried out by conversion of the intermediate of formula XIX wherein R a and R c are each independently of the other hydrogen or a hydroxy-protecting group, and R b is a carboxy-protective group.