(+/-)-(1RS,6RS)-9-aza-1-methylbicyclo<4.4.0>decane | 60166-55-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉类
• 英文名称: (+/-)-(1RS,6RS)-9-aza-1-methylbicyclo<4.4.0>decane
• 英文别名: (4aS,8aS)-8a-Methyldecahydroquinoline；(4aS,8aS)-8a-methyl-2,3,4,4a,5,6,7,8-octahydro-1H-quinoline
• CAS: 60166-55-4
• 化学式: C₁₀H₁₉N
• 分子量: 153.268
• InChiKey: IBRNMLKRLGOCOQ-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-(2-methylene-cyclohexyl)-propylamine 在 2 作用下， 以 氘代苯 为溶剂， 反应 168.0h， 以90%的产率得到(+/-)-(1RS,6RS)-9-aza-1-methylbicyclo<4.4.0>decane
  参考文献：
  名称：

  Catalytic Intramolecular Hydroamination of Hindered Alkenes Using Organolanthanide Complexes

  摘要：

  The intramolecular hydroamination of hindered alkenes has been developed as a versatile route to heterocyclic systems. The current process utilizes the unhindered catalyst system [Cp(2)(TMS)LnMe](2) (Ln = Sm, Nd) to effect the cyclization of hindered amino olefins, providing products containing quaternary centers. The process tolerates a wide variety of substitution patterns, allowing the construction of monocyclic as well as fused and bridged bicyclic heterocycles. Two experimental procedures were employed in this study: one without solvent, minimizing waste streams, the other in deuterated solvents, allowing NMR monitoring of the reaction. The yield of each reaction was high, with NMR analysis of the reactions in progress showing clean conversion from starting material to a single product in most cases.

  DOI：

  10.1021/jo981345r

文献信息

• Catalytic Intramolecular Hydroamination of Hindered Alkenes Using Organolanthanide Complexes
  作者：Gary A. Molander、Eric D. Dowdy

  DOI：10.1021/jo981345r

  日期：1998.11.1

  The intramolecular hydroamination of hindered alkenes has been developed as a versatile route to heterocyclic systems. The current process utilizes the unhindered catalyst system [Cp(2)(TMS)LnMe](2) (Ln = Sm, Nd) to effect the cyclization of hindered amino olefins, providing products containing quaternary centers. The process tolerates a wide variety of substitution patterns, allowing the construction of monocyclic as well as fused and bridged bicyclic heterocycles. Two experimental procedures were employed in this study: one without solvent, minimizing waste streams, the other in deuterated solvents, allowing NMR monitoring of the reaction. The yield of each reaction was high, with NMR analysis of the reactions in progress showing clean conversion from starting material to a single product in most cases.