[(2S,6E,10E)-4-(benzenesulfonyl)-13-(furan-3-yl)-2,6,10-trimethyltrideca-6,10-dienoxy]-tert-butyl-dimethylsilane | 689220-38-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(2S,6E,10E)-4-(benzenesulfonyl)-13-(furan-3-yl)-2,6,10-trimethyltrideca-6,10-dienoxy]-tert-butyl-dimethylsilane
• CAS: 689220-38-0
• 化学式: C₃₂H₅₀O₄SSi
• 分子量: 558.898
• InChiKey: CZMVMIVSXLUURK-VZLDKNRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.17
• 重原子数：
  38
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  64.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(2S,6E,10E)-4-(benzenesulfonyl)-13-(furan-3-yl)-2,6,10-trimethyltrideca-6,10-dienoxy]-tert-butyl-dimethylsilane 在 sodium 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 以76%的产率得到tert-Butyl-((6E,10E)-(S)-13-furan-3-yl-2,6,10-trimethyl-trideca-6,10-dienyloxy)-dimethyl-silane
  参考文献：
  名称：

  First asymmetric synthesis of the marine furanosesterterpene natural product, (18S)-variabilin, employing enzymatic desymmetrization of propanediol derivatives

  摘要：

  An efficient and stereodefined process is described for the, first preparation of the marine furanosesterterpene tetronic acid, (18S)-variabilin, featuring lipase-catalyzed asymmetric desymmetrization of two types of propanediol precursors incorporating the terpene skeleton. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.031
• 作为产物：
  描述：

  4-phenylthio-2-methoxycarbonyl-butanoate 在 正丁基锂 、 Pseudomonas cepacia lipase 作用下， 以 六甲基磷酰三胺 为溶剂， 反应 1.0h， 生成 [(2S,6E,10E)-4-(benzenesulfonyl)-13-(furan-3-yl)-2,6,10-trimethyltrideca-6,10-dienoxy]-tert-butyl-dimethylsilane
  参考文献：
  名称：

  First asymmetric synthesis of the marine furanosesterterpene natural product, (18S)-variabilin, employing enzymatic desymmetrization of propanediol derivatives

  摘要：

  An efficient and stereodefined process is described for the, first preparation of the marine furanosesterterpene tetronic acid, (18S)-variabilin, featuring lipase-catalyzed asymmetric desymmetrization of two types of propanediol precursors incorporating the terpene skeleton. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.031

文献信息

• First asymmetric synthesis of the marine furanosesterterpene natural product, (18S)-variabilin, employing enzymatic desymmetrization of propanediol derivatives
  作者：Kunihiko Takabe、Hiroya Hashimoto、Hideki Sugimoto、Masaru Nomoto、Hidemi Yoda

  DOI：10.1016/j.tetasy.2004.01.031

  日期：2004.3

  An efficient and stereodefined process is described for the, first preparation of the marine furanosesterterpene tetronic acid, (18S)-variabilin, featuring lipase-catalyzed asymmetric desymmetrization of two types of propanediol precursors incorporating the terpene skeleton. (C) 2004 Elsevier Ltd. All rights reserved.