6-Phenoxy-benzo[c]phenanthridine-12-carboxylic acid methyl ester | 143370-31-4

• 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: 6-Phenoxy-benzo[c]phenanthridine-12-carboxylic acid methyl ester
• 英文别名: Methyl 6-phenoxybenzo[c]phenanthridine-12-carboxylate
• CAS: 143370-31-4
• 化学式: C₂₅H₁₇NO₃
• 分子量: 379.415
• InChiKey: QZELCBVDZINRBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,6-Dioxo-5,6-dihydro-3H-pyrano<2,3-c>isochinolin-2-carbonsaeure-methylester 、 邻氨基苯甲酸 在 亚硝酸异戊酯 作用下， 生成 6-Phenoxy-benzo[c]phenanthridine-12-carboxylic acid methyl ester
  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

文献信息

• 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.