2-methoxy-5-methyl-11,12-dihydrobenzophenanthridin-6(5H)-one | 98799-71-4

• 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: 2-methoxy-5-methyl-11,12-dihydrobenzophenanthridin-6(5H)-one
• 英文别名: 2-methoxy-11,12-dihydrobenzophenantridine-6-one；2-methoxy-5-methyl-11,12-dihydrobenzo[c]phenanthridin-6(5H)-one；2-methoxy-5-methyl-11,12-dihydrobenzo[c]phenanthridin-6-one
• CAS: 98799-71-4
• 化学式: C₁₉H₁₇NO₂
• 分子量: 291.349
• InChiKey: JQGRIDXGNWNDIK-UHFFFAOYSA-N

物化性质

• 沸点：
  501.5±50.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-乙烯基苯甲酰氯 在 正丁基锂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 2-methoxy-5-methyl-11,12-dihydrobenzophenanthridin-6(5H)-one
  参考文献：
  名称：

  A convenient synthesis of N-methyl-3-(2-ethenylphenyl)-1(2H)-isoquinolones, key models for the elaboration of the benzo[c]phenanthridinone and phenanthridine skeletons

  摘要：

  A variety of N-methyl-3-(2-ethenylphenyl)-1(2H)-isoquinolones 1a-e have been prepared by base-induced intramolecular cyclization of N-(2-ethenylbenzoyl)-N,2-dimethylbenzamide derivatives 2a-e. The concomitant formation of the fused dihydro benzo[c]phenanthridinones 7a-e was also observed during this process.

  DOI：

  10.1016/s0040-4039(00)61461-2

文献信息

• Novel entry into the benzo(C)phenanthridine skeleton through the intermolecular benzyne cycloaddition (IBC) approach
  作者：Gloria Martin、Enrique Guitián、Luis Castedo、José M Saá

  DOI：10.1016/s0040-4039(00)96137-9

  日期：——

  A highly convergent synthesis of the skeleton of benzo(c)phenanthridine alkaloids based on the intermolecular benzyne cycloaddition (IBC) approach is described.

  描述了基于分子间苯并环加成（IBC）方法的苯并（c）菲啶生物碱骨架的高度收敛合成。
• Studies in SRN1 series. Part 14. Direct synthesis of benzo[c]phenanthridines and benzo[c]phenanthridones via SRN1 reactions
  作者：Rene Beugelmans、Jacqueline Chastanet、Helene Ginsburg、Leticia Quintero-Cortes、Georges Roussi

  DOI：10.1021/jo00224a057

  日期：1985.11
• Intermolecular benzyne cycloaddition (IBC), a versatile approach to benzophenanthridine antitumor alkaloids. Formal synthesis of nitidine and chelerythrine
  作者：Gloria Martin、Enrique Guitian、Luis Castedo、Jose M. Saa

  DOI：10.1021/jo00048a024

  日期：1992.10

  A new approach to the synthesis of benzophenanthridine alkaloids is described which is based on cycloaddition of arynes to pyrrolinediones, the pyrrolinediones behaving as aza diene equivalents. The synthesis of 2,3,8,9-substituted benzophenanthridines and the regioselective synthesis of a 2,3,7,8-substituted benzophenanthridine were performed. The formal synthesis of chelerythrine and the antitumor alkaloid nitidine is described.
• MARTIN, G.;GUITIAN, E.;CASTEDO, L.;SAA, J. M., TETRAHEDRON LETT., 28,(1987) N 21, 2407-2408
  作者：MARTIN, G.、GUITIAN, E.、CASTEDO, L.、SAA, J. M.

  DOI：——

  日期：——
• A convenient synthesis of N-methyl-3-(2-ethenylphenyl)-1(2H)-isoquinolones, key models for the elaboration of the benzo[c]phenanthridinone and phenanthridine skeletons
  作者：Axel Couture、Hélène Cornet、Pierre Grandclaudon

  DOI：10.1016/s0040-4039(00)61461-2

  日期：1993.12

  A variety of N-methyl-3-(2-ethenylphenyl)-1(2H)-isoquinolones 1a-e have been prepared by base-induced intramolecular cyclization of N-(2-ethenylbenzoyl)-N,2-dimethylbenzamide derivatives 2a-e. The concomitant formation of the fused dihydro benzo[c]phenanthridinones 7a-e was also observed during this process.