methyl 2-(2-biphenyl)-4,5-dihydro-1H-5-imidazolecarboxylate

• 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: methyl 2-(2-biphenyl)-4,5-dihydro-1H-5-imidazolecarboxylate
• 英文别名: methyl 2-(2-phenylphenyl)-4,5-dihydro-1H-imidazole-5-carboxylate
• 化学式: C₁₇H₁₆N₂O₂
• 分子量: 280.326
• InChiKey: BFBWKYSGAHSZGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二氢-3-(异十二碳烯基)呋喃-2,5-二酮 在 吡啶 、 碳酸氢铵 、 二碳酸二叔丁酯 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 反应 216.0h， 生成 methyl 2-(2-biphenyl)-4,5-dihydro-1H-5-imidazolecarboxylate
  参考文献：
  名称：

  Expeditious Synthesis of 2-Aryl Substituted Imidazolines and Imidazoles

  摘要：

  A versatile and efficient method for the synthesis of 2-aryl substituted imidazolines and imidazoles bearing a carboxylate group on C-4 is reported. Three different synthetic pathways were explored, compared and optimized. The selected procedure involves condensation of methyl 2,3-diaminopropionate with different imino ethers. The ring closure, monitored by LC-MS analysis, was facilitated by heating at reflux in ethanol leading to increase the rate of cyclization.

  DOI：

  10.3987/com-06-10708

文献信息

• Expeditious Synthesis of 2-Aryl Substituted Imidazolines and Imidazoles
  作者：Sylvia Lauwagie、R使is Millet、Jean Pommery、Patrick Depreux、Jean-Pierre H始ichart

  DOI：10.3987/com-06-10708

  日期：——

  A versatile and efficient method for the synthesis of 2-aryl substituted imidazolines and imidazoles bearing a carboxylate group on C-4 is reported. Three different synthetic pathways were explored, compared and optimized. The selected procedure involves condensation of methyl 2,3-diaminopropionate with different imino ethers. The ring closure, monitored by LC-MS analysis, was facilitated by heating at reflux in ethanol leading to increase the rate of cyclization.