2-cyclohexyl-4-phenyl-5,10-dihydroimidazo[5,1-c][1,4]benzodiazepine-1,3-dione | 1244783-46-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 2-cyclohexyl-4-phenyl-5,10-dihydroimidazo[5,1-c][1,4]benzodiazepine-1,3-dione
• CAS: 1244783-46-7
• 化学式: C₂₃H₂₃N₃O₂
• 分子量: 373.455
• InChiKey: YRGBNBOZPVBBJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-cyclohexyl-4-phenyl-5,10-dihydroimidazo[5,1-c][1,4]benzodiazepine-1,3-dione 在 air 作用下， 以 氘代氯仿 为溶剂， 生成
  参考文献：
  名称：

  Concise preparation of novel tricyclic chemotypes: fused hydantoin–benzodiazepines

  摘要：

  The following article describes a concise synthesis of a collection of 4,5-dihydro-1H-benzo[e][1,4]diazepines fused to a hydantoin ring. Molecular complexity and biological relevance are high and structures are generated in a mere three steps, employing the Ugi reaction to assemble diversity reagents. The protocol represents a novel UDC (Ugi-deprotect-cyclize) strategy employed in the Ugi-5-component CO(2)-mediated condensation, followed by further cyclization under basic conditions, to afford the fused hydantoin. Mechanistic caveats, dependent on the aldehydes of choice will be revealed and a facile oxidation of the final products to imidazolidenetriones is briefly discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.06.131
• 作为产物：
  描述：

  在 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 0.33h， 生成 2-cyclohexyl-4-phenyl-5,10-dihydroimidazo[5,1-c][1,4]benzodiazepine-1,3-dione
  参考文献：
  名称：

  Concise preparation of novel tricyclic chemotypes: fused hydantoin–benzodiazepines

  摘要：

  The following article describes a concise synthesis of a collection of 4,5-dihydro-1H-benzo[e][1,4]diazepines fused to a hydantoin ring. Molecular complexity and biological relevance are high and structures are generated in a mere three steps, employing the Ugi reaction to assemble diversity reagents. The protocol represents a novel UDC (Ugi-deprotect-cyclize) strategy employed in the Ugi-5-component CO(2)-mediated condensation, followed by further cyclization under basic conditions, to afford the fused hydantoin. Mechanistic caveats, dependent on the aldehydes of choice will be revealed and a facile oxidation of the final products to imidazolidenetriones is briefly discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.06.131

文献信息

• Concise preparation of novel tricyclic chemotypes: fused hydantoin–benzodiazepines
  作者：Steven Gunawan、Gary S. Nichol、Shashi Chappeta、Justin Dietrich、Christopher Hulme

  DOI：10.1016/j.tetlet.2010.06.131

  日期：2010.9

  The following article describes a concise synthesis of a collection of 4,5-dihydro-1H-benzo[e][1,4]diazepines fused to a hydantoin ring. Molecular complexity and biological relevance are high and structures are generated in a mere three steps, employing the Ugi reaction to assemble diversity reagents. The protocol represents a novel UDC (Ugi-deprotect-cyclize) strategy employed in the Ugi-5-component CO(2)-mediated condensation, followed by further cyclization under basic conditions, to afford the fused hydantoin. Mechanistic caveats, dependent on the aldehydes of choice will be revealed and a facile oxidation of the final products to imidazolidenetriones is briefly discussed. (C) 2010 Elsevier Ltd. All rights reserved.