ethyl 5,6-dihydro-8,9-dimethoxy-5-methyl-6-oxobenzophenanthridine-12-carboxylate | 128637-92-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 5,6-dihydro-8,9-dimethoxy-5-methyl-6-oxobenzophenanthridine-12-carboxylate
• 英文别名: ethyl 8,9-dimethoxy-5-methyl-6-oxobenzo[c]phenanthridine-12-carboxylate
• CAS: 128637-92-3
• 化学式: C₂₃H₂₁NO₅
• 分子量: 391.423
• InChiKey: RSSWNSQYALDUPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 5,6-dihydro-8,9-dimethoxy-5-methyl-6-oxobenzophenanthridine-12-carboxylate 在 氢氧化钾 、 sodium azide 、 硫酸 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 2.08h， 生成 5,6-dihydro-8,9-dimethoxy-5-methyl-6-oxobenzophenanthridine-12-ammonium sulfate
  参考文献：
  名称：

  A new approach to the synthesis of antitumor benzophenanthridine alkaloids. Formal synthesis of nitidine

  摘要：

  The synthesis of benzophenanthridine alkaloids by an efficient new convergent strategy based on the Diels-Alder reaction between an alpha-pyrone and an aryne is described. With minor modifications, norbenzophenanthridines and phenanthridines and their 12-amino derivatives were obtained in good overall yields.

  DOI：

  10.1021/jo00048a025
• 作为产物：
  描述：

  ethyl 5,6-dihydro-8,9-dimethoxy-5-methyl-3,6-dioxo-3H-pyrano<2,3-c>isoquinoline-2-carboxylate 、 环己-1,3-二烯-5-炔 以39%的产率得到
  参考文献：
  名称：

  MEIRAS, D. PEREZ;GUITIAN, E.;CASTEDO, L., TETRAHEDRON LETT., 31,(1990) N, C. 143-144

  摘要：

  DOI：

文献信息

• A new intermolecular benzyne cycloaddition approach to benzophenanthridines
  作者：D.Pérez Meirás、E. Guitián、L. Castedo

  DOI：10.1016/s0040-4039(00)94356-9

  日期：——

  The Intermolecular Benzyne Cycloaddition (IBC) approach was used for the synthesis of benzophenanthridines by constructing ring C in the key cycloaddition step

  在关键的环加成步骤中，通过环C的构建，使用分子间苯并环加成法（IBC）合成苯并菲啶
• MEIRAS, D. PEREZ;GUITIAN, E.;CASTEDO, L., TETRAHEDRON LETT., 31,(1990) N, C. 143-144
  作者：MEIRAS, D. PEREZ、GUITIAN, E.、CASTEDO, L.

  DOI：——

  日期：——
• A new approach to the synthesis of antitumor benzophenanthridine alkaloids. Formal synthesis of nitidine
  作者：Dolores Perez、Enrique Guitian、Luis Castedo

  DOI：10.1021/jo00048a025

  日期：1992.10

  The synthesis of benzophenanthridine alkaloids by an efficient new convergent strategy based on the Diels-Alder reaction between an alpha-pyrone and an aryne is described. With minor modifications, norbenzophenanthridines and phenanthridines and their 12-amino derivatives were obtained in good overall yields.