methyl 2-bromo-3-(ethoxy(1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methylamino)methyleneamino)benzoate | 1239349-13-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: methyl 2-bromo-3-(ethoxy(1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methylamino)methyleneamino)benzoate
• 英文别名: methyl (E)-2-bromo-3-((ethoxy(((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)amino)methylene)amino)benzoate；methyl 2-bromo-3-[[C-ethoxy-N-[[4-[2-(1-trityltetrazol-5-yl)phenyl]phenyl]methyl]carbonimidoyl]amino]benzoate
• CAS: 1239349-13-3
• 化学式: C₄₄H₃₇BrN₆O₃
• 分子量: 777.72
• InChiKey: HGTZLZSACVSAPW-UHFFFAOYSA-N

物化性质

• 沸点：
  857.6±75.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  54
• 可旋转键数：
  14
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-bromo-3-(ethoxy(1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methylamino)methyleneamino)benzoate 在 sodium hydroxide 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以92%的产率得到2-bromo-3-(ethoxy(1-(2'-(1-trityl-1H-tetrazol-5-yl)bi-phenyl-4-yl)methylamino)methyleneamino)benzoic acid
  参考文献：
  名称：

  A novel and practical synthesis of substituted 2-ethoxy benzimidazole: candesartan cilexetil

  摘要：

  A novel and practical synthetic route for the preparation of candesartan cilexetil from methyl 2-amino-3-nitrobenzoate is described. The key steps are the reaction of methyl 2-bromo-3-(diethoxy-methyleneamino)benzoate with (2'-(1-trityl-1H-tetrazol-5-yl) biphenyl-4-yl) methanamine and the final formation of 2-ethoxy benzimidazole ring via intramolecular N-arylation. The final ring closure process could be utilized to prepare other 2-substituted benzimidazoles. The method is simple for operation and suitable for industrial production. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.037
• 作为产物：
  描述：

  methyl 2-bromo-3-(diethoxymethyleneamino)benzoate 、 1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methanamine 以 甲苯 为溶剂， 反应 3.0h， 以65%的产率得到methyl 2-bromo-3-(ethoxy(1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methylamino)methyleneamino)benzoate
  参考文献：
  名称：

  A novel and practical synthesis of substituted 2-ethoxy benzimidazole: candesartan cilexetil

  摘要：

  A novel and practical synthetic route for the preparation of candesartan cilexetil from methyl 2-amino-3-nitrobenzoate is described. The key steps are the reaction of methyl 2-bromo-3-(diethoxy-methyleneamino)benzoate with (2'-(1-trityl-1H-tetrazol-5-yl) biphenyl-4-yl) methanamine and the final formation of 2-ethoxy benzimidazole ring via intramolecular N-arylation. The final ring closure process could be utilized to prepare other 2-substituted benzimidazoles. The method is simple for operation and suitable for industrial production. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.037

文献信息

• WO2006076710A2
  申请人：——

  公开号：——

  公开（公告）日：——
• Tetrahedron 2010, 66, 5402-5406
  作者：

  DOI：——

  日期：——
• A novel and practical synthesis of substituted 2-ethoxy benzimidazole: candesartan cilexetil
  作者：Ping Wang、Guo-jun Zheng、Ya-ping Wang、Xiang-jing Wang、Yan Li、Wen-sheng Xiang

  DOI：10.1016/j.tet.2010.05.037

  日期：2010.7

  A novel and practical synthetic route for the preparation of candesartan cilexetil from methyl 2-amino-3-nitrobenzoate is described. The key steps are the reaction of methyl 2-bromo-3-(diethoxy-methyleneamino)benzoate with (2'-(1-trityl-1H-tetrazol-5-yl) biphenyl-4-yl) methanamine and the final formation of 2-ethoxy benzimidazole ring via intramolecular N-arylation. The final ring closure process could be utilized to prepare other 2-substituted benzimidazoles. The method is simple for operation and suitable for industrial production. (C) 2010 Elsevier Ltd. All rights reserved.