13-ethoxy-2,3-dimethoxy-12-methyl-1-phenylmethoxy-13H-[1,3]benzodioxolo[5,6-c]phenanthridine | 1059628-40-8

• 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: 13-ethoxy-2,3-dimethoxy-12-methyl-1-phenylmethoxy-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
• CAS: 1059628-40-8
• 化学式: C₃₀H₂₉NO₆
• 分子量: 499.563
• InChiKey: CSGQQIHYQVZCCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  58.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  乙醇 、 1-(benzyloxy)-2,3-dimethoxy-12-methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridin-12-ium 2-nitrobenzenesulfonate 在 sodium hydroxide 作用下， 反应 2.0h， 以99%的产率得到13-ethoxy-2,3-dimethoxy-12-methyl-1-phenylmethoxy-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
  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.