(1R,3R)-2,2-dimethyl-1,2,3,4,5,6,7,8-octahydro-1,3-methanoacridine | 315674-68-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (1R,3R)-2,2-dimethyl-1,2,3,4,5,6,7,8-octahydro-1,3-methanoacridine
• 英文别名: (1R,13R)-14,14-dimethyl-10-azatetracyclo[11.1.1.02,11.04,9]pentadeca-2(11),3,9-triene
• CAS: 315674-68-1
• 化学式: C₁₆H₂₁N
• 分子量: 227.349
• InChiKey: IAHRSKMTMHIOBC-YPMHNXCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (-)-α-蒎烯 在 iron(III) chloride hexahydrate 、 亚硝酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.42h， 生成 (1R,3R)-2,2-dimethyl-1,2,3,4,5,6,7,8-octahydro-1,3-methanoacridine
  参考文献：
  名称：

  Microwave-Assisted Synthesis of Chiral Nopinane-Annelated Pyridines by Condensation of Pinocarvone Oxime with Enamines Promoted by FeCl₃and CuCl₂

  摘要：

  Reaction of pinocarvone oxime with enamines and FeCl3 or CuCl2 resulted in annulation of nopinane carbon frame with pyridine and regioselective formation of chiral nopinane-annelated pyridines in 20-39% yields. Chemical structure of the pyridine derivatives were proved by precise NMR study.

  DOI：

  10.1080/00397911.2013.877145

文献信息

• Microwave-Assisted Synthesis of Chiral Nopinane-Annelated Pyridines by Condensation of Pinocarvone Oxime with Enamines Promoted by FeCl₃and CuCl₂
  作者：Eugene S. Vasilyev、Alexander M. Agafontsev、Alexey V. Tkachev

  DOI：10.1080/00397911.2013.877145

  日期：2014.6.18

  Reaction of pinocarvone oxime with enamines and FeCl3 or CuCl2 resulted in annulation of nopinane carbon frame with pyridine and regioselective formation of chiral nopinane-annelated pyridines in 20-39% yields. Chemical structure of the pyridine derivatives were proved by precise NMR study.