ethyl 5-benzyl-5,6-dihydro-6-oxobenzophenanthridine-12-carboxylate | 143370-42-7

• 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-benzyl-5,6-dihydro-6-oxobenzophenanthridine-12-carboxylate
• 英文别名: Ethyl 5-benzyl-6-oxobenzo[c]phenanthridine-12-carboxylate
• CAS: 143370-42-7
• 化学式: C₂₇H₂₁NO₃
• 分子量: 407.469
• InChiKey: ZKBSRDCPLWSAJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 5-benzyl-5,6-dihydro-6-oxobenzophenanthridine-12-carboxylate 在 palladium on activated charcoal 氢气 、 sodium acetate 、 三氯氧磷 作用下， 以 乙醇 、 苯 为溶剂， 反应 6.0h， 生成 ethyl benzophenanthridine-12-carboxylate
  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：

  邻氨基苯甲酸 、 Ethyl 5-benzyl-3,6-dioxopyrano[2,3-c]isoquinoline-2-carboxylate 在 亚硝酸异戊酯 作用下， 生成 ethyl 5-benzyl-5,6-dihydro-6-oxobenzophenanthridine-12-carboxylate
  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