1-ethoxycarbonyl-3a,8-dimethyl-3-(4-nitrophenyl)-5-phenyl-3a,11-dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine | 216696-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并二氮卓类
• 英文名称: 1-ethoxycarbonyl-3a,8-dimethyl-3-(4-nitrophenyl)-5-phenyl-3a,11-dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine
• 英文别名: Ethyl 6,12-dimethyl-5-(4-nitrophenyl)-8-phenyl-2,4,5,9-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(14),3,8,10,12-pentaene-3-carboxylate；ethyl 3a,8-dimethyl-3-(4-nitrophenyl)-5-phenyl-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine-1-carboxylate
• CAS: 216696-56-9
• 化学式: C₂₇H₂₅N₅O₄
• 分子量: 483.527
• InChiKey: HDCQHOFKVLJNOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(p-methyl)-phenyl-C-acetylformohydrazidoyl bromide 、 1-ethoxycarbonyl-3a,8-dimethyl-3-(4-nitrophenyl)-5-phenyl-3a,11-dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine 在 三乙胺 作用下， 以 苯 为溶剂， 反应 40.0h， 以56%的产率得到1,7-diethoxycarbonyl-3a,10-dimethyl-3-(4-nitrophenyl)-5-(4-toyly)-3a,4a,8,13-tetrahydro-4H-bis[1,2,4-triazolo][4,3-a:3',4'-d][1,5]benzodiazepine
  参考文献：
  名称：

  Synthesis of New Tri- and Tetraheterocyclic Systems: 1,3-Dipolar Cycloaddition of Nitrilimines on 2,7-Dimethyl-4-Phenyl-3H-1,5-Benzodiazepine

  摘要：

  We report here a one-step synthesis of a new series of tri and tetraheterocyclic systems by the mixed condensation reactions of N-aryl-C-ethoxycarbonylnitrilimines and diarylnitrilimines with 2,7-dimethyl-4-phenyl-3H-1,5-benzodiazepine. This 1,3-dipolar cycloaddition is completely peri and regioselective. The structure of these products has been confirmed by H-1, C-13 NMR, mass spectroscopic and X-ray crystallographic analysis.

  DOI：

  10.1080/00397919809458689
• 作为产物：
  描述：

  ethyl (2Z)-2-bromo-2-[(4-nitrophenyl)hydrazinylidene]acetate 、 1,5-benzodiazepine 在 三乙胺 作用下， 以 苯 为溶剂， 反应 40.0h， 以92.2%的产率得到1-ethoxycarbonyl-3a,8-dimethyl-3-(4-nitrophenyl)-5-phenyl-3a,11-dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine
  参考文献：
  名称：

  Synthesis of New Tri- and Tetraheterocyclic Systems: 1,3-Dipolar Cycloaddition of Nitrilimines on 2,7-Dimethyl-4-Phenyl-3H-1,5-Benzodiazepine

  摘要：

  We report here a one-step synthesis of a new series of tri and tetraheterocyclic systems by the mixed condensation reactions of N-aryl-C-ethoxycarbonylnitrilimines and diarylnitrilimines with 2,7-dimethyl-4-phenyl-3H-1,5-benzodiazepine. This 1,3-dipolar cycloaddition is completely peri and regioselective. The structure of these products has been confirmed by H-1, C-13 NMR, mass spectroscopic and X-ray crystallographic analysis.

  DOI：

  10.1080/00397919809458689