(5R,8aR)-5-propyl-1,2,3,5,6,7,8,8a-octahydroindolizine-3-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚里西啶
• 英文名称: (5R,8aR)-5-propyl-1,2,3,5,6,7,8,8a-octahydroindolizine-3-carbonitrile
• 化学式: C₁₂H₂₀N₂
• 分子量: 192.304
• InChiKey: CFFLJMIWAWBLSD-XFKKCKKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5R,8aR)-5-propyl-1,2,3,5,6,7,8,8a-octahydroindolizine-3-carbonitrile 、 alkaline earth salt of/the/ methylsulfuric acid 以18%的产率得到(5Z,9Z)-3-Butyl-5-propylindolizidine
  参考文献：
  名称：

  Application of Electro-Oxidative a-Cyanation of Aza-Rings to the Synthesis of Gephyrotoxin 223AB

  摘要：

  Six and five-membered cyclic alpha-cyanoamines have been prepared efficiently from N-benzylpiperidine and N-benzylpyrrolidine. These alpha-cyanoamines were successfully used in the synthesis of gephyrotoxin 223AB.

  DOI：

  10.3987/com-94-6759
• 作为产物：
  描述：

  1-Benzyl-6-propylpiperidine-2-carbonitrile 在 palladium dihydroxide 盐酸 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 生成 (5R,8aR)-5-propyl-1,2,3,5,6,7,8,8a-octahydroindolizine-3-carbonitrile
  参考文献：
  名称：

  Application of Electro-Oxidative a-Cyanation of Aza-Rings to the Synthesis of Gephyrotoxin 223AB

  摘要：

  Six and five-membered cyclic alpha-cyanoamines have been prepared efficiently from N-benzylpiperidine and N-benzylpyrrolidine. These alpha-cyanoamines were successfully used in the synthesis of gephyrotoxin 223AB.

  DOI：

  10.3987/com-94-6759

文献信息

• Asymmetric synthesis III. Enantiospecific synthesis of the natural 3r, 5r, 9r (−) gephyrotoxin-223 AB
  作者：Jacques Royer、Henri-Philippe Husson

  DOI：10.1016/s0040-4039(00)98540-x

  日期：——

  The first enantiospecific synthesis of the indolizidine alkaloid (−) gephyrotoxin-223 AB 2 has been achieved from the chiral 2-cyano-6-oxazolopiperidine synthon 3.

  吲哚并立定生物碱（-）gephyrotoxin-223 AB 2的第一个对映体特异性合成是从手性2-氰基-6-恶唑并哌啶合子3上获得的。
• Application of Electro-Oxidative a-Cyanation of Aza-Rings to the Synthesis of Gephyrotoxin 223AB
  作者：Teng-Kuei Yang、Shun-Tsai Yeh、Yen-Yuan Lay

  DOI：10.3987/com-94-6759

  日期：——

  Six and five-membered cyclic alpha-cyanoamines have been prepared efficiently from N-benzylpiperidine and N-benzylpyrrolidine. These alpha-cyanoamines were successfully used in the synthesis of gephyrotoxin 223AB.