6-hydroxy-py-tetrahydro-16-deoxyepivincamine chloride

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - Eburnan型生物碱
• 英文名称: 6-hydroxy-py-tetrahydro-16-deoxyepivincamine chloride
• 英文别名: methyl (15S,17S)-15-ethyl-9-hydroxy-1-aza-11-azoniapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),9,11(19)-hexaene-17-carboxylate;chloride
• 化学式: C₂₁H₂₃N₂O₃*Cl
• 分子量: 386.878
• InChiKey: UODPDLDDMZMWAJ-NVJCMEIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.35
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  55.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  长春胺 在 palladium on activated charcoal chromium(VI) oxide 、 盐酸 、 硫酸 、 mercury(II) diacetate 、 氢气 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 9.0h， 生成 6-hydroxy-py-tetrahydro-16-deoxyepivincamine chloride
  参考文献：
  名称：

  Synthesis of Potential Cytotoxic Quaternary Ammoniums by Oxidation of Eburnane Alkaloids

  摘要：

  Oxidation of vincamine and substituted analogs on ring-A was carried out in two steps: benzylic oxidation by Jones reagent and aromatization of ring-C with Hg(OAc)(2) or TI(OCOCF3)(3) in trifluoroacetic acid. Final compounds are quaternary ammoniums which exhibited weak cytotoxicity or no cytotoxicity according to substituents on ring-A and nature of ring-E.

  DOI：

  10.3987/com-93-6481

文献信息

• Synthesis of Potential Cytotoxic Quaternary Ammoniums by Oxidation of Eburnane Alkaloids
  作者：Guy Lewin、Corinne Schaeffer、Alain Pierr�、Nicolas Guilbaud、Ghanem Atassi、Jacques Poisson

  DOI：10.3987/com-93-6481

  日期：——

  Oxidation of vincamine and substituted analogs on ring-A was carried out in two steps: benzylic oxidation by Jones reagent and aromatization of ring-C with Hg(OAc)(2) or TI(OCOCF3)(3) in trifluoroacetic acid. Final compounds are quaternary ammoniums which exhibited weak cytotoxicity or no cytotoxicity according to substituents on ring-A and nature of ring-E.