(9S,12RS,13S)-pinellic acid | 1186614-43-6

• 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: (9S,12RS,13S)-pinellic acid
• 英文别名: 9S,12RS,13S-trihydroxy-10E-octadecenoic acid；(E,9S,13S)-9,12,13-trihydroxyoctadec-10-enoic acid
• CAS: 1186614-43-6
• 化学式: C₁₈H₃₄O₅
• 分子量: 330.465
• InChiKey: MDIUMSLCYIJBQC-GZDFGADJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E,9S,13S)-9,12,13-tris[[tert-butyl(diphenyl)silyl]oxy]octadec-10-enoic acid 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以89%的产率得到(9S,12RS,13S)-pinellic acid
  参考文献：
  名称：

  A chemoenzymatic asymmetric synthesis of (9S,12S,13S)- and (9S,12RS,13S)-pinellic acids

  摘要：

  A brief and facile synthesis of the title compounds has been developed by using an efficient lipase-catalyzed acylation and a chiral template-directed diastereoselective alkylation for incorporating the stereogenic centres. A cross-metathesis was employed to get the required E-olefin geometry. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.069

文献信息

• A chemoenzymatic asymmetric synthesis of (9S,12S,13S)- and (9S,12RS,13S)-pinellic acids
  作者：Anubha Sharma、Seema Mahato、Subrata Chattopadhyay

  DOI：10.1016/j.tetlet.2009.06.069

  日期：2009.9

  A brief and facile synthesis of the title compounds has been developed by using an efficient lipase-catalyzed acylation and a chiral template-directed diastereoselective alkylation for incorporating the stereogenic centres. A cross-metathesis was employed to get the required E-olefin geometry. (C) 2009 Elsevier Ltd. All rights reserved.