(3R*,3aR*,7aR*)-1-Benzyl-3-methylperhydroindole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (3R*,3aR*,7aR*)-1-Benzyl-3-methylperhydroindole
• 英文别名: (3S,3aS,7aS)-1-benzyl-3-methyl-2,3,3a,4,5,6,7,7a-octahydroindole
• 化学式: C₁₆H₂₃N
• 分子量: 229.365
• InChiKey: AWPRVCNZAPHBAY-KBMXLJTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3R*,3aR*,7aR*)-1-Benzyl-3-methylperhydroindole 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 生成 (3R,3aR,7aR)-3-Methyl-octahydro-indole
  参考文献：
  名称：

  Novel Synthesis of Heterocycles Using Zirconium-Catalyzed Diene Cyclization

  摘要：

  The catalytic cyclization of the diene 1 by Cp(2)ZrCl(2) in the presence of BuMgBr gives the hexahydroindole derivative 2. The stereochemistry of the zirconacycle 10 is different from that of the zirconacycle 7, which is obtained from 1 under stoichiometric conditions. Carbon-carbon bond formation results from treatment of the intermediary magnesium complex 8 with various electrophiles, such that various heterocycles were synthesized.

  DOI：

  10.1021/jo00095a032
• 作为产物：
  描述：

  N-烯丙基-N-苄基-N-(2-环己烯-1-基)胺 在 二氯二茂锆 溴丁基-镁 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 N-benzyl-N-(2-cyclohexenyl)amine 、 (3S*,3aR*,7aR*)-1-Benzyl-3-methyl-2,3,3a,6,7,7a-hexahydroindole 、 (3R*,3aR*,7aR*)-1-Benzyl-3-methylperhydroindole
  参考文献：
  名称：

  Novel Synthesis of Heterocycles Using Zirconium-Catalyzed Diene Cyclization

  摘要：

  The catalytic cyclization of the diene 1 by Cp(2)ZrCl(2) in the presence of BuMgBr gives the hexahydroindole derivative 2. The stereochemistry of the zirconacycle 10 is different from that of the zirconacycle 7, which is obtained from 1 under stoichiometric conditions. Carbon-carbon bond formation results from treatment of the intermediary magnesium complex 8 with various electrophiles, such that various heterocycles were synthesized.

  DOI：

  10.1021/jo00095a032