(E)-3-[(3R,3aR,5aS,5bR,8S,8aR,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,5b,8-trimethyl-dodecahydro-cyclopenta[b]-as-indacen-8a-yl]-acrylic acid ethyl ester | 142508-99-4

• 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: (E)-3-[(3R,3aR,5aS,5bR,8S,8aR,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,5b,8-trimethyl-dodecahydro-cyclopenta[b]-as-indacen-8a-yl]-acrylic acid ethyl ester
• 英文别名: ethyl (E)-3-[(1S,2S,5R,6R,9S,10R,13S,14R)-6,10,13-trimethyl-5-[(2R)-6-methylheptan-2-yl]-14-tetracyclo[7.6.0.02,6.010,14]pentadecanyl]prop-2-enoate
• CAS: 142508-99-4
• 化学式: C₃₁H₅₂O₂
• 分子量: 456.753
• InChiKey: WQCYDXUDPGPBLA-TXJRFSPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 3α,5-cyclo-5α-cholestan-6α-ol 生成 (E)-3-[(3R,3aR,5aS,5bR,8S,8aR,9aS,9bS)-3-((R)-1,5-Dimethyl-hexyl)-3a,5b,8-trimethyl-dodecahydro-cyclopenta[b]-as-indacen-8a-yl]-acrylic acid ethyl ester
  参考文献：
  名称：

  Regioselective ring opening of cyclopropane by mercury(II) and transmetalation of the intermediate organomercurial with lithium and copper reagents. A novel, stereoselective approach to cyclobutanes

  摘要：

  Cleavage of cyclopropyl derivative 1 by means of Hg2+ occurs with a skeletal rearrangement to afford a stable organomercurial 3 which on treatment with Me2CuLi gives cyclobutanol 9; analogous conjugate addition is also reported (10 --> 15).

  DOI：

  10.1021/jo00043a002