2',3',4',9'-tetrahydro-1-methylspiro[piperidine-4,1'-[1H]pyrido[3,4-b]indole]-3'-carboxylic acid | 1214673-31-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 2',3',4',9'-tetrahydro-1-methylspiro[piperidine-4,1'-[1H]pyrido[3,4-b]indole]-3'-carboxylic acid
• 英文别名: 1'-methylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-piperidin-1-ium]-3-carboxylate
• CAS: 1214673-31-0
• 化学式: C₁₇H₂₁N₃O₂
• 分子量: 299.373
• InChiKey: CKYCEPDDUKCISS-UHFFFAOYSA-N

物化性质

• 沸点：
  542.9±50.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  68.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-甲基-4-哌啶酮 、 tryptophan 在 吡啶 、 三甲基氯硅烷 作用下， 反应 10.0h， 以72%的产率得到2',3',4',9'-tetrahydro-1-methylspiro[piperidine-4,1'-[1H]pyrido[3,4-b]indole]-3'-carboxylic acid
  参考文献：
  名称：

  Application of chlorotrimethylsilane in Pictet–Spengler reaction

  摘要：

  Chlorotrimethylsilane has been found to be an efficient condensing agent in the Pictet-Spengler reaction, affording an extremely straightforward synthetic route to tetrahydro-beta-carboline derivatives and their analogs. The applicability of the method has been studied, and a representative library of structurally diverse products has been created..

  DOI：

  10.1007/s00706-012-0804-7

文献信息

• Application of chlorotrimethylsilane in Pictet–Spengler reaction
  作者：Sergey V. Ryabukhin、Dmitriy M. Panov、Andrey S. Plaskon、Andrey A. Tolmachev、Radomyr V. Smaliy

  DOI：10.1007/s00706-012-0804-7

  日期：2012.11

  Chlorotrimethylsilane has been found to be an efficient condensing agent in the Pictet-Spengler reaction, affording an extremely straightforward synthetic route to tetrahydro-beta-carboline derivatives and their analogs. The applicability of the method has been studied, and a representative library of structurally diverse products has been created..