ethyl (6S,7E,9R,10S)-6,10-di-tert-butyldiphenylsilyloxy-9-hydroxyoctadecenoate | 1312759-18-4

• 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: ethyl (6S,7E,9R,10S)-6,10-di-tert-butyldiphenylsilyloxy-9-hydroxyoctadecenoate
• 英文别名: ethyl (E,6S,9R,10S)-6,10-bis[[tert-butyl(diphenyl)silyl]oxy]-9-hydroxyoctadec-7-enoate
• CAS: 1312759-18-4
• 化学式: C₅₂H₇₄O₅Si₂
• 分子量: 835.328
• InChiKey: DTHJQGQYTKXEMJ-NTNVYMFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.67
• 重原子数：
  59
• 可旋转键数：
  27
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (6S,7E,9R,10S)-6,10-di-tert-butyldiphenylsilyloxy-9-hydroxyoctadecenoate 在 四丁基氟化铵 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 7.0h， 生成 (6S,7E,9R,10S)-6,9,10-trihydroxyoctadec-7-enoic acid
  参考文献：
  名称：

  First asymmetric synthesis of the oxylipin, (6S,9R,10S)-6,9,10-trihydroxyoctadeca-7E-enoic acid

  摘要：

  A brief and facile synthesis of the title compound has been developed using cyclohexylideneglyceraldehyde as a chiral template. The key steps in the synthesis were: (i) two highly diastereoselective organometallic addition reactions to the aldehyde to furnish the required synthons with the appropriate stereogenic centers, and (ii) their cross metathesis to give the E-olefin geometry of the target compound. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.008
• 作为产物：
  描述：

  octyllithium 在 吡啶 、 咪唑 、 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 4-二甲氨基吡啶 、 正丁基锂 、 水 、 potassium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 96.0h， 生成 ethyl (6S,7E,9R,10S)-6,10-di-tert-butyldiphenylsilyloxy-9-hydroxyoctadecenoate
  参考文献：
  名称：

  First asymmetric synthesis of the oxylipin, (6S,9R,10S)-6,9,10-trihydroxyoctadeca-7E-enoic acid

  摘要：

  A brief and facile synthesis of the title compound has been developed using cyclohexylideneglyceraldehyde as a chiral template. The key steps in the synthesis were: (i) two highly diastereoselective organometallic addition reactions to the aldehyde to furnish the required synthons with the appropriate stereogenic centers, and (ii) their cross metathesis to give the E-olefin geometry of the target compound. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.008

文献信息

• First asymmetric synthesis of the oxylipin, (6S,9R,10S)-6,9,10-trihydroxyoctadeca-7E-enoic acid
  作者：Sucheta Chatterjee、Seema V. Kanojia、Subrata Chattopadhyay、Anubha Sharma

  DOI：10.1016/j.tetasy.2011.02.008

  日期：2011.2

  A brief and facile synthesis of the title compound has been developed using cyclohexylideneglyceraldehyde as a chiral template. The key steps in the synthesis were: (i) two highly diastereoselective organometallic addition reactions to the aldehyde to furnish the required synthons with the appropriate stereogenic centers, and (ii) their cross metathesis to give the E-olefin geometry of the target compound. (C) 2011 Elsevier Ltd. All rights reserved.