(1R,3R,6R,7R)-6,7-Dimethyl-4-aza-tricyclo[4.3.0.0^3,7]nonane-3-carbonitrile

• 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,3R,6R,7R)-6,7-Dimethyl-4-aza-tricyclo[4.3.0.0^3,7]nonane-3-carbonitrile
• 英文别名: (1R,3R,6R,7R)-6,7-dimethyl-4-azatricyclo[4.3.0.03,7]nonane-3-carbonitrile
• 化学式: C₁₁H₁₆N₂
• 分子量: 176.261
• InChiKey: VTWMQWOGTQTYKI-DBIOUOCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,3R,6R,7R)-6,7-Dimethyl-4-aza-tricyclo[4.3.0.0^3,7]nonane-3-carbonitrile 在 盐酸 作用下， 反应 36.0h， 以53%的产率得到3a,6a-dimethylhexahydro-1,4-methanocyclopenta[c]pyrrole-1(2H)-carboxylic acid
  参考文献：
  名称：

  A chiral tricyclic proline analogue obtained from camphor

  摘要：

  Synthesis of 3a,6a-dimethylhexahydro-1,4-methanocyclopenta[c]pyrrole-1(2H)-carboxylic acid, a new chiral constrained proline analogue is reported. The synthesis was accomplished in five steps from 8-bromocamphor, easily available in both enantiomeric forms. A key step in the synthesis is an intramolecular 'domino'-type cyclisation, initiated by a nucleophile attack at an activated C=N bond. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)02325-0
• 作为产物：
  描述：

  (1R,3R,6R,7R)-6,7-Dimethyl-4-nitro-4-aza-tricyclo[4.3.0.0^3,7]nonane-3-carbonitrile 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以91%的产率得到(1R,3R,6R,7R)-6,7-Dimethyl-4-aza-tricyclo[4.3.0.0^3,7]nonane-3-carbonitrile
  参考文献：
  名称：

  A chiral tricyclic proline analogue obtained from camphor

  摘要：

  Synthesis of 3a,6a-dimethylhexahydro-1,4-methanocyclopenta[c]pyrrole-1(2H)-carboxylic acid, a new chiral constrained proline analogue is reported. The synthesis was accomplished in five steps from 8-bromocamphor, easily available in both enantiomeric forms. A key step in the synthesis is an intramolecular 'domino'-type cyclisation, initiated by a nucleophile attack at an activated C=N bond. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)02325-0

文献信息

• A chiral tricyclic proline analogue obtained from camphor
  作者：Marian V Gorichko、Oleksandr O Grygorenko、Igor V Komarov

  DOI：10.1016/s0040-4039(02)02325-0

  日期：2002.12

  Synthesis of 3a,6a-dimethylhexahydro-1,4-methanocyclopenta[c]pyrrole-1(2H)-carboxylic acid, a new chiral constrained proline analogue is reported. The synthesis was accomplished in five steps from 8-bromocamphor, easily available in both enantiomeric forms. A key step in the synthesis is an intramolecular 'domino'-type cyclisation, initiated by a nucleophile attack at an activated C=N bond. (C) 2002 Published by Elsevier Science Ltd.