4-[[(6aR,12aS,12bS)-7,7-dimethyl-2,3,5,6,6a,12,12a,12b-octahydro-1H-indolizino[8,7-b]quinolin-9-yl]methyl]aniline | 207618-84-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-[[(6aR,12aS,12bS)-7,7-dimethyl-2,3,5,6,6a,12,12a,12b-octahydro-1H-indolizino[8,7-b]quinolin-9-yl]methyl]aniline
• CAS: 207618-84-6
• 化学式: C₂₄H₃₁N₃
• 分子量: 361.53
• InChiKey: JUYSVVHZENOYJV-VJBMBRPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  均苯三甲醛 、 4-[[(6aR,12aS,12bS)-7,7-dimethyl-2,3,5,6,6a,12,12a,12b-octahydro-1H-indolizino[8,7-b]quinolin-9-yl]methyl]aniline 在 4 A molecular sieve 作用下， 以 甲苯 为溶剂， 反应 480.0h， 以70%的产率得到1,3,5-tris[(6aS,12aS,12bS)-4-[9-(1,2,3,5,6,6a,7,12,12a,12b-decahydro-7,7-dimethylindolizino[8,7-b]quinolyl)methyl]phenylaminomethylene]benzene
  参考文献：
  名称：

  Synthesis of Azapolycyclic Systems Based on the Indolizino[3,4-b]quinoline Skeleton − A Diastereoselective Entry to Potential Oligodentate Artificial Receptors

  摘要：

  A convenient diastereoselective synthetic route to the molecular tweezer bis(indolizino[3,4-b] quinolyl)methane 9 and the rigid indolizino[7',8':2,3]quinolino[8,7-h]indolizino[8,7-b] quinolines 14, 15 as potential receptor molecules has been developed, involving double imine condensation followed by Lewis acid catalyzed biscyclization of prolinal-derived bis(imines) 8 and 13, respectively. Whereas the use of SnCl4 leads to the formation of the planar polycycle 15, the corresponding concave product 14 is formed in the presence of EtAlCl2. Both compounds 14, 15, as well as tweezer 9 have been characterized by X-ray crystal-structure analysis. Although tris(imines) 20, 24 derived from 1,3,5-triaminobenzene (18) and tris(4-aminophenyl)amine (23) could be obtained similarly by molecular sieve-catalyzed condensation, the corresponding triscyclization could not be achieved. However, by attaching preformed indolizino[3,4-b]quinoline subunits 25 and 31 to an aromatic core, the bidentate receptors 30, 33 and the tentacle molecule 28 were accessible.

  DOI：

  10.1002/(sici)1099-0690(199804)1998:4<651::aid-ejoc651>3.0.co;2-z
• 作为产物：
  描述：

  4,4'-二氨基二苯甲烷 、 (2S)-1-(4-甲基-3-戊烯-1-基)-2-吡咯烷甲醛 在 4 A molecular sieve 、 二氯乙基铝 作用下， 生成 4-[[(6aR,12aS,12bS)-7,7-dimethyl-2,3,5,6,6a,12,12a,12b-octahydro-1H-indolizino[8,7-b]quinolin-9-yl]methyl]aniline
  参考文献：
  名称：

  Synthesis of Azapolycyclic Systems Based on the Indolizino[3,4-b]quinoline Skeleton − A Diastereoselective Entry to Potential Oligodentate Artificial Receptors

  摘要：

  A convenient diastereoselective synthetic route to the molecular tweezer bis(indolizino[3,4-b] quinolyl)methane 9 and the rigid indolizino[7',8':2,3]quinolino[8,7-h]indolizino[8,7-b] quinolines 14, 15 as potential receptor molecules has been developed, involving double imine condensation followed by Lewis acid catalyzed biscyclization of prolinal-derived bis(imines) 8 and 13, respectively. Whereas the use of SnCl4 leads to the formation of the planar polycycle 15, the corresponding concave product 14 is formed in the presence of EtAlCl2. Both compounds 14, 15, as well as tweezer 9 have been characterized by X-ray crystal-structure analysis. Although tris(imines) 20, 24 derived from 1,3,5-triaminobenzene (18) and tris(4-aminophenyl)amine (23) could be obtained similarly by molecular sieve-catalyzed condensation, the corresponding triscyclization could not be achieved. However, by attaching preformed indolizino[3,4-b]quinoline subunits 25 and 31 to an aromatic core, the bidentate receptors 30, 33 and the tentacle molecule 28 were accessible.

  DOI：

  10.1002/(sici)1099-0690(199804)1998:4<651::aid-ejoc651>3.0.co;2-z