ajmaline

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 可吗灵-沙巴秦生物碱
• 英文名称: ajmaline
• 英文别名: (1R,9R,10S,12S,13S,14R,16S,17S,18R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-14,18-diol
• 化学式: C₂₀H₂₆N₂O₂
• 分子量: 326.439
• InChiKey: CJDRUOGAGYHKKD-BDXZSHBPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  46.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ajmaline 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以100%的产率得到4,21-secoajmaline
  参考文献：
  名称：

  Debenzylation using catalytic hydrogenolysis in trifluoroethanol, and the total synthesis of (−)-raumacline

  摘要：

  N-Debenzylations using catalytic hydrogenolysis often fail to take place unless alcoholic solvents are used, but this can lead to N-alkylation as a side reaction; using trifluoroethanol as the solvent overcomes this problem, and leads to highly reliable hydrogenolyses for a wide range of substrates, including the final deprotection step in our total synthesis of (-)-raumacline. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.104

文献信息

• Debenzylation using catalytic hydrogenolysis in trifluoroethanol, and the total synthesis of (−)-raumacline
  作者：Patrick D. Bailey、Mark A. Beard、Hoa P.T. Dang、Theresa R. Phillips、Richard A. Price、James H. Whittaker

  DOI：10.1016/j.tetlet.2008.01.104

  日期：2008.3

  N-Debenzylations using catalytic hydrogenolysis often fail to take place unless alcoholic solvents are used, but this can lead to N-alkylation as a side reaction; using trifluoroethanol as the solvent overcomes this problem, and leads to highly reliable hydrogenolyses for a wide range of substrates, including the final deprotection step in our total synthesis of (-)-raumacline. (c) 2008 Elsevier Ltd. All rights reserved.