hexadeuterated reserpine

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 育亨宾生物碱
• 英文名称: hexadeuterated reserpine
• 英文别名: methyl (1R,15S,17R,18R,19S,20S)-1,5,7,8-tetradeuterio-17-(2,6-dideuterio-3,4,5-trimethoxybenzoyl)oxy-6,18-dimethoxy-11,12,14,15,16,17,18,19,20,21-decahydro-3H-yohimban-19-carboxylate
• 化学式: C₃₃H₄₀N₂O₉
• 分子量: 614.641
• InChiKey: QEVHRUUCFGRFIF-GQRNJYFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  利血平 在 氘代三氟乙酸 作用下， 反应 0.08h， 生成 hexadeuterated isoreserpine 、 hexadeuterated reserpine
  参考文献：
  名称：

  Deuterium Incorporation into Reserpine

  摘要：

  Treatment of reserpine (1) with TFA-d under various conditions demonstrated that deuterium incorporation proceeds much more slowly than the epimerization. Indirect evidence was thereby obtained for the mechanism of the acid-catalysed epimerization of reserpine (1) that proceeds through C-3-N-b bond cleavage. Furthermore, the effectiveness of TFA as an epimerization reagent was demonstrated.

  DOI：

  10.3987/com-99-s28

文献信息

• Deuterium Incorporation into Reserpine
  作者：Mauri Lounasmaa、Mathias Berner、Arto Tolvanen、Reija Jokela

  DOI：10.3987/com-99-s28

  日期：——

  Treatment of reserpine (1) with TFA-d under various conditions demonstrated that deuterium incorporation proceeds much more slowly than the epimerization. Indirect evidence was thereby obtained for the mechanism of the acid-catalysed epimerization of reserpine (1) that proceeds through C-3-N-b bond cleavage. Furthermore, the effectiveness of TFA as an epimerization reagent was demonstrated.