Methyl 1,2,3,3a,4,5-hexahydro-4,4-dimethyl-7H-pyrrolo(2,3-d)carbazole-6-carboxylate | 77080-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Methyl 1,2,3,3a,4,5-hexahydro-4,4-dimethyl-7H-pyrrolo(2,3-d)carbazole-6-carboxylate
• 英文别名: Methyl 4,4-dimethyl-1,2,3,3a,5,7-hexahydropyrrolo[2,3-d]carbazole-6-carboxylate
• CAS: 77080-72-9
• 化学式: C₁₈H₂₂N₂O₂
• 分子量: 298.385
• InChiKey: YLCULBMCNSJNKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 1,2,3,3a,4,5-hexahydro-4,4-dimethyl-7H-pyrrolo(2,3-d)carbazole-6-carboxylate 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 4,4-Dimethyl-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl ester; hydrochloride
  参考文献：
  名称：

  Studies in biomimetic alkaloid syntheses. 6. Alternative pathways to secodines and their acyclic enamino acrylate analogs. Total syntheses of desethylibophyllidine, D-norvincadifformine, desethylvincadifformine, 20-methyldesethylvincadifformine, and 3-oxovincadifformine

  摘要：

  DOI：

  10.1021/jo00323a007
• 作为产物：
  描述：

  methyl 1,2,3,4,5,6-hexahydroazepino<4,5-b>indole-5-carboxylate 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 、 苯甲酸 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 34.0h， 生成 Methyl 1,2,3,3a,4,5-hexahydro-4,4-dimethyl-7H-pyrrolo(2,3-d)carbazole-6-carboxylate
  参考文献：
  名称：

  Studies in biomimetic alkaloid syntheses. 6. Alternative pathways to secodines and their acyclic enamino acrylate analogs. Total syntheses of desethylibophyllidine, D-norvincadifformine, desethylvincadifformine, 20-methyldesethylvincadifformine, and 3-oxovincadifformine

  摘要：

  DOI：

  10.1021/jo00323a007

文献信息

• Pyrrolo(2,3-d)carbazole derivatives, preparation thereof and their therapeutical use
  申请人：OMNICHEM Société anonyme

  公开号：EP0064317A2

  公开（公告）日：1982-11-10

  This invention relates to novel alkyl pyrrolo (2,3-d) carbazole-6-carboxylates and to addition salts thereof; and to preparation of the same by a synthesis sequence starting from a tryptamine and a 3-halopyruvate and involving a rearrangement of an addition compound with an aldehyde, said rearrangement being effected by Nb-alkylation of the aforementioned addition compound; and to pharmaceutical compositions containing the same; and to novel tetrahy- droazepinoindoles used in the preparation of the same.

  本发明涉及新型烷基吡咯并(2,3-d)咔唑-6-羧酸盐及其加成盐；涉及以色胺和 3-卤代丙酮酸为起始原料，通过加成化合物与醛的重排（所述重排是通过上述加成化合物的 Nb-烷基化实现的）的合成顺序制备上述物质；涉及含有上述物质的药物组合物；还涉及用于制备上述物质的新型四- droazepinoindoles。
• US4362739A
  申请人：——

  公开号：US4362739A

  公开（公告）日：1982-12-07
• Studies in biomimetic alkaloid syntheses. 6. Alternative pathways to secodines and their acyclic enamino acrylate analogs. Total syntheses of desethylibophyllidine, D-norvincadifformine, desethylvincadifformine, 20-methyldesethylvincadifformine, and 3-oxovincadifformine
  作者：Martin E. Kuehne、Thomas H. Matsko、John C. Bohnert、Linda Motyka、David Oliver-Smith

  DOI：10.1021/jo00323a007

  日期：1981.5