(1R,2R)-3,3-dimethyl-1,2-norbornanediamine | 243655-92-7

• 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: (1R,2R)-3,3-dimethyl-1,2-norbornanediamine
• 英文别名: (1R,2R,4R)-3,3-dimethylbicyclo[2.2.1]heptane-1,2-diamine
• CAS: 243655-92-7
• 化学式: C₉H₁₈N₂
• 分子量: 154.255
• InChiKey: QBNSDCDYOGZSDP-ZXFLCMHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 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：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1R,2R)-N-(3,3-dimethyl-2-formylamine-1-norbornyl)formamide 在 盐酸 作用下， 反应 12.0h， 以76%的产率得到(1R,2R)-3,3-dimethyl-1,2-norbornanediamine
  参考文献：
  名称：

  Enantioselective synthesis of both enantiomers of vicinal norbornanediamines through the Leuckart reaction of 2-norbornanones

  摘要：

  The reaction of 2-norbornanones bearing an amine derivative in the bridgehead position with formamide and formic acid yields enantiomerically pure 1,2-norbornane diamides. These compounds are excellent precursors of chiral vicinal diamines, which have been increasingly used due to their numerous applications in medicinal chemistry and asymmetric synthesis. The rigid structure of the norbornane framework allows the study of conformational equilibrium in the formamide groups and its dependence on other substituents in the molecule. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(01)00376-7

文献信息

• Enantioselective synthesis of both enantiomers of vicinal norbornanediamines through the Leuckart reaction of 2-norbornanones
  作者：Antonio Garcı́a Martı́nez、Enrique Teso Vilar、Amelia Garcı́a Fraile、Paloma Martı́nez-Ruiz

  DOI：10.1016/s0957-4166(01)00376-7

  日期：2001.8

  The reaction of 2-norbornanones bearing an amine derivative in the bridgehead position with formamide and formic acid yields enantiomerically pure 1,2-norbornane diamides. These compounds are excellent precursors of chiral vicinal diamines, which have been increasingly used due to their numerous applications in medicinal chemistry and asymmetric synthesis. The rigid structure of the norbornane framework allows the study of conformational equilibrium in the formamide groups and its dependence on other substituents in the molecule. (C) 2001 Published by Elsevier Science Ltd.