(1R,3S,4S,8R,12S,14R,16R,18R,19S,25S,26S,27R,31S,35R,36S,37R,39R,42S)-14,16-bis[[tert-butyl(dimethyl)silyl]oxy]-36-chloro-26-hydroxy-25,37-dimethoxy-19,29,29,42-tetramethyl-32-methylidene-3-(2-phenylmethoxyethyl)-2,5,28,30,43,44,45,46-octaoxaheptacyclo[37.3.1.11,4.18,12.118,22.135,39.027,31]heptatetracont-21-en-6-one | 1335098-38-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (1R,3S,4S,8R,12S,14R,16R,18R,19S,25S,26S,27R,31S,35R,36S,37R,39R,42S)-14,16-bis[[tert-butyl(dimethyl)silyl]oxy]-36-chloro-26-hydroxy-25,37-dimethoxy-19,29,29,42-tetramethyl-32-methylidene-3-(2-phenylmethoxyethyl)-2,5,28,30,43,44,45,46-octaoxaheptacyclo[37.3.1.11,4.18,12.118,22.135,39.027,31]heptatetracont-21-en-6-one
• CAS: 1335098-38-8
• 化学式: C₆₇H₁₁₁ClO₁₅Si₂
• 分子量: 1248.23
• InChiKey: JVEIMAKRTUFVCX-BRQXFNLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.16
• 重原子数：
  85
• 可旋转键数：
  13
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  157
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  (1R,3S,4S,8R,12S,14R,16R,18R,19S,25S,26S,27R,31S,35R,36S,37R,39R,42S)-14,16-bis[[tert-butyl(dimethyl)silyl]oxy]-36-chloro-18,26-dihydroxy-25,37-dimethoxy-19,29,29,42-tetramethyl-32-methylidene-3-(2-phenylmethoxyethyl)-2,5,28,30,43,44,45-heptaoxahexacyclo[37.3.1.11,4.18,12.135,39.027,31]hexatetracont-21-yn-6-one 在 (乙腈)[(2-联苯)二叔丁基膦]六氟锑酸金(I) 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (1R,3S,4S,8R,12S,14R,16R,18R,19S,25S,26S,27R,31S,35R,36S,37R,39R,42S)-14,16-bis[[tert-butyl(dimethyl)silyl]oxy]-36-chloro-26-hydroxy-25,37-dimethoxy-19,29,29,42-tetramethyl-32-methylidene-3-(2-phenylmethoxyethyl)-2,5,28,30,43,44,45,46-octaoxaheptacyclo[37.3.1.11,4.18,12.118,22.135,39.027,31]heptatetracont-21-en-6-one 、
  参考文献：
  名称：

  螺旋藻内酯F甲基酯的第二代全合成：炔烃途径

  摘要：

  奇异的：螺菌灵内酯F甲酯中嵌入的螺环酮是一个大胆的闭环位点，但它却可以显示出催化炔烃裂解和活化的能力（请参阅方案）。还开发了引入不稳定侧链的改进策略。

  DOI：

  10.1002/anie.201103270

文献信息

• Second-Generation Total Synthesis of Spirastrellolide F Methyl Ester: The Alkyne Route
  作者：Stefan Benson、Marie-Pierre Collin、Alexander Arlt、Barbara Gabor、Richard Goddard、Alois Fürstner

  DOI：10.1002/anie.201103270

  日期：2011.9.5

  Outlandish: The spiroketal embedded in spirastrellolide F methyl ester is a daring site for ring closure, yet it has allowed the power of catalytic alkyne scission and activation to be showcased (see scheme). An improved strategy for the introduction of the labile side chain was also developed.

  奇异的：螺菌灵内酯F甲酯中嵌入的螺环酮是一个大胆的闭环位点，但它却可以显示出催化炔烃裂解和活化的能力（请参阅方案）。还开发了引入不稳定侧链的改进策略。