7-hydroxynitidine hydrogen sulfate | 1059628-34-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 苯并菲啶生物碱
• 英文名称: 7-hydroxynitidine hydrogen sulfate
• 英文别名: 2,3-Dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium-1-ol;hydrogen sulfate
• CAS: 1059628-34-0
• 化学式: C₂₁H₁₈NO₅*HO₄S
• 分子量: 461.449
• InChiKey: UNEAFRQIILSFOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  13-ethoxy-2,3-dimethoxy-12-methyl-1-phenylmethoxy-13H-[1,3]benzodioxolo[5,6-c]phenanthridine 在 硫酸 作用下， 反应 1.0h， 以99%的产率得到7-hydroxynitidine hydrogen sulfate
  参考文献：
  名称：

  A new synthetic approach to 7-hydroxynitidine

  摘要：

  Benzo[c]phenanthridine alkaloid, 7-hydroxynitidine, was synthesized from readily available 2-benzyloxy-6-bromo-3,4-dimethoxybenzaldehyde 5 and napthylamine 6 using reductive amination followed by radical cyclization in eight steps. This method is highly efficient and better Way to synthesize fully aromatized benzo[c]phenanthridine compounds. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.108

文献信息

• A new synthetic approach to 7-hydroxynitidine
  作者：Prasanna Ramani、Gabriele Fontana

  DOI：10.1016/j.tetlet.2008.06.108

  日期：2008.9

  Benzo[c]phenanthridine alkaloid, 7-hydroxynitidine, was synthesized from readily available 2-benzyloxy-6-bromo-3,4-dimethoxybenzaldehyde 5 and napthylamine 6 using reductive amination followed by radical cyclization in eight steps. This method is highly efficient and better Way to synthesize fully aromatized benzo[c]phenanthridine compounds. (C) 2008 Elsevier Ltd. All rights reserved.