diethyl cis-3a-methyl-4a-phenyl-3,5-bis(p-nitrophenyl)-3a,4,4a,5-tetrahydro-3H-bis<1,2,4>triazolo<4,3-a:3',4'-d><1,5>benzodiazepine-1,7-dicarboxylate

• 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: diethyl cis-3a-methyl-4a-phenyl-3,5-bis(p-nitrophenyl)-3a,4,4a,5-tetrahydro-3H-bis<1,2,4>triazolo<4,3-a:3',4'-d><1,5>benzodiazepine-1,7-dicarboxylate
• 英文别名: 1,7-diethoxycarbonyl-3a-methyl-4a-phenyl-3,5-(diparanitrophenyl)-3,3a,4,4a,5,8,hexahydro-bis <1,2,4-triazolo><4,3-a:3',4'-d><1,5> benzodiazepine；1,7-diethoxycarbonyl-3a-methyl-4a-phenyl-3,5-(diparanitrophenyl)-3,3a,4,4a,5,8,hexahydro-bis (1,2,4-triazolo)[4,3-a:3',4'-d][1,5] benzodiazepine；diethyl (6R,8R)-6-methyl-5,9-bis(4-nitrophenyl)-8-phenyl-2,4,5,9,10,12-hexazatetracyclo[11.4.0.02,6.08,12]heptadeca-1(17),3,10,13,15-pentaene-3,11-dicarboxylate
• 化学式: C₃₆H₃₂N₈O₈
• 分子量: 704.699
• InChiKey: AZSNWJZCHJVPIN-LQFQNGICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  52
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  182
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  2-methyl-4-phenyl-1,5-benzodiazepine 、 bromo-(4-nitro-phenylhydrazono)-acetic acid ethyl ester 在 三乙胺 作用下， 以65%的产率得到diethyl trans-3a-methyl-4a-phenyl-3,5-bis(p-nitrophenyl)-3a,4,4a,5-tetrahydro-3H-bis<1,2,4>triazolo<4,3-a:3',4'-d><1,5>benzodiazepine-1,7-dicarboxylate
  参考文献：
  名称：

  1,7-Bis(éthoxycarbonyl)-3a-méthyl-4a-phényl-3,5-bis(p-nitrophényl)-3a,4,4a,5-tétrahydro-3H-bis-[1,2,4]triazolo[4,3-a:3',4'-d][1,5]benzodiazépine, C36H32N8O8.CHCl3

  摘要：

  Double condensation of N-p-nitrophenyl-C -ethoxy-carbonylnitrilimine with 2-methyl-4-phenyl-1,5-benzodiazepine leads to two stereoisomers of the title compound, diethyl 3a-methyl-4a-phenyl-3,5-bis(p-nitro-phenyl)- 3a,4,4a,5-tetrahydro-3H-bis[1,2,4]triazoIo[4,3-a:3',4'-d][1 ,5]benzodiazepine-1,7-dicarboxylate trichloromethane solvate. The stereochemistry of the major derivative was established. The 3a-methyl and the 4a-phenyl groups are trans. The oxadiazoline rings are quite planar while the seven-membered benzodiazepine ring adopts a C2 barrier conformation.

  DOI：

  10.1107/s0108270194014113

文献信息

• Baouid, A.; Benharref, A.; Hasnaoui, A., Bulletin des Societes Chimiques Belges, 1994, vol. 103, # 12, p. 743 - 752
  作者：Baouid, A.、Benharref, A.、Hasnaoui, A.、Lavergne, J.-P.

  DOI：——

  日期：——
• 1,7-Bis(éthoxycarbonyl)-3a-méthyl-4a-phényl-3,5-bis(p-nitrophényl)-3a,4,4a,5-tétrahydro-3H-bis-[1,2,4]triazolo[4,3-a:3',4'-d][1,5]benzodiazépine, C36H32N8O8.CHCl3
  作者：A. Chiaroni、C. Riche、A. Baouid、A. Hasnaoui、A. Benharref、J. P. Lavergne

  DOI：10.1107/s0108270194014113

  日期：1995.7.15

  Double condensation of N-p-nitrophenyl-C -ethoxy-carbonylnitrilimine with 2-methyl-4-phenyl-1,5-benzodiazepine leads to two stereoisomers of the title compound, diethyl 3a-methyl-4a-phenyl-3,5-bis(p-nitro-phenyl)- 3a,4,4a,5-tetrahydro-3H-bis[1,2,4]triazoIo[4,3-a:3',4'-d][1 ,5]benzodiazepine-1,7-dicarboxylate trichloromethane solvate. The stereochemistry of the major derivative was established. The 3a-methyl and the 4a-phenyl groups are trans. The oxadiazoline rings are quite planar while the seven-membered benzodiazepine ring adopts a C2 barrier conformation.