[(2Z,6E)-9-(3,3-dimethyloxiran-2-yl)-7-methyl-2-(4-methylpent-3-enyl)nona-2,6-dienyl]-trimethylsilane | 160684-53-7

• 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: [(2Z,6E)-9-(3,3-dimethyloxiran-2-yl)-7-methyl-2-(4-methylpent-3-enyl)nona-2,6-dienyl]-trimethylsilane
• CAS: 160684-53-7
• 化学式: C₂₃H₄₂OSi
• 分子量: 362.671
• InChiKey: MAMVLIGOOMXROZ-NAWSQEDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.68
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [(2Z,6E)-9-(3,3-dimethyloxiran-2-yl)-7-methyl-2-(4-methylpent-3-enyl)nona-2,6-dienyl]-trimethylsilane 在 Ti(OiPr)Cl3 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以23%的产率得到Trimethyl-[(3aS,5R,7aS)-4,4,7a-trimethyl-1-(5-methyl-1-methylene-hex-4-enyl)-octahydro-inden-5-yloxy]-silane
  参考文献：
  名称：

  Selective termination of a polyene cyclization by an internally situated allylsilane group

  摘要：

  The cyclization of epoxides 6 and 7, incorporating the internally situated propenyl and allylsilane terminator groups respectively, has demonstrated that the allylsilane function is the far superior group for terminating the cyclization process, and does so in a highly efficient and selective manner. Thus, treatment of 6 with (i-PrO)TiCl3 afforded bicyclic alcohols 23 in 79-82% yield.

  DOI：

  10.1016/0040-4039(94)85355-x
• 作为产物：
  描述：

  7-甲基-6-辛烯-2-炔-1-醇 在 N-碘代丁二酰亚胺 、 四(三苯基膦)钯 、 三溴化磷 、 二异丁基氢化铝 、 丙酸 、 红铝 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 19.0h， 生成 [(2Z,6E)-9-(3,3-dimethyloxiran-2-yl)-7-methyl-2-(4-methylpent-3-enyl)nona-2,6-dienyl]-trimethylsilane
  参考文献：
  名称：

  Selective termination of a polyene cyclization by an internally situated allylsilane group

  摘要：

  The cyclization of epoxides 6 and 7, incorporating the internally situated propenyl and allylsilane terminator groups respectively, has demonstrated that the allylsilane function is the far superior group for terminating the cyclization process, and does so in a highly efficient and selective manner. Thus, treatment of 6 with (i-PrO)TiCl3 afforded bicyclic alcohols 23 in 79-82% yield.

  DOI：

  10.1016/0040-4039(94)85355-x

文献信息

• Selective termination of a polyene cyclization by an internally situated allylsilane group
  作者：Paul V. Fish

  DOI：10.1016/0040-4039(94)85355-x

  日期：1994.9

  The cyclization of epoxides 6 and 7, incorporating the internally situated propenyl and allylsilane terminator groups respectively, has demonstrated that the allylsilane function is the far superior group for terminating the cyclization process, and does so in a highly efficient and selective manner. Thus, treatment of 6 with (i-PrO)TiCl3 afforded bicyclic alcohols 23 in 79-82% yield.