5-Benzyl-3-(3-imidazol-1-yl-propyl)-2-oxo-imidazolidine-4-carboxylic acid butylamide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-Benzyl-3-(3-imidazol-1-yl-propyl)-2-oxo-imidazolidine-4-carboxylic acid butylamide
• 英文别名: 5-benzyl-N-butyl-3-(3-imidazol-1-ylpropyl)-2-oxoimidazolidine-4-carboxamide
• 化学式: C₂₁H₂₉N₅O₂
• 分子量: 383.494
• InChiKey: APLGINJOTCKDOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  79.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(3-氨基丙基)咪唑 在 sodium carbonate 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 18.0h， 生成 5-Benzyl-3-(3-imidazol-1-yl-propyl)-2-oxo-imidazolidine-4-carboxylic acid butylamide
  参考文献：
  名称：

  Novel applications of carbon dioxide/MeOH for the synthesis of hydantoins and cyclic ureas via the Ugi reaction

  摘要：

  This communication reveals novel applications of the CO2/MeOH reagent combination coupled with the UDC (Ugi/DeBOC/Cyclize) strategy. The Ugi five component condensation (5CC) affords carbamate protected amino-amides in good yield. When one of the supporting reagents employed in the Ugi reaction possesses a tethered amino-BOC protected functional group, subsequent acid treatment and proton scavenging results in rapid cyclization to cyclic ureas. Additionally, treatment of the 5CC product with base affords hydantoins in good yield, representing a novel and short approach to this class of molecule. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00053-8

文献信息

• Novel applications of carbon dioxide/MeOH for the synthesis of hydantoins and cyclic ureas via the Ugi reaction
  作者：Christopher Hulme、Liang Ma、Joseph J Romano、George Morton、Sheng-Yuh Tang、Marie-Pierre Cherrier、Steve Choi、Joseph Salvino、Richard Labaudiniere

  DOI：10.1016/s0040-4039(00)00053-8

  日期：2000.3

  This communication reveals novel applications of the CO2/MeOH reagent combination coupled with the UDC (Ugi/DeBOC/Cyclize) strategy. The Ugi five component condensation (5CC) affords carbamate protected amino-amides in good yield. When one of the supporting reagents employed in the Ugi reaction possesses a tethered amino-BOC protected functional group, subsequent acid treatment and proton scavenging results in rapid cyclization to cyclic ureas. Additionally, treatment of the 5CC product with base affords hydantoins in good yield, representing a novel and short approach to this class of molecule. (C) 2000 Elsevier Science Ltd. All rights reserved.