4-[1-(2,2-dimethoxyethyl)-2,4-diphenyl-1H-imidazol-5-yl]pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[1-(2,2-dimethoxyethyl)-2,4-diphenyl-1H-imidazol-5-yl]pyridine
• 英文别名: 4-[3-(2,2-Dimethoxyethyl)-2,5-diphenylimidazol-4-yl]pyridine
• 化学式: C₂₄H₂₃N₃O₂
• 分子量: 385.466
• InChiKey: ATCHHKIQSZREBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-吡啶甲醛 、 N-(phenyl(tosyl)methyl)benzamide 、 氨基乙醛缩二甲醇 在 2-(2-hydroxyethyl)-3,4-dimethylthiazolium iodide 、 三乙胺 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 以80%的产率得到4-[1-(2,2-dimethoxyethyl)-2,4-diphenyl-1H-imidazol-5-yl]pyridine
  参考文献：
  名称：

  Synthesis of Substituted Imidazoles via Organocatalysis

  摘要：

  A one-pot synthesis of substituted imidazoles is described. The cornerstone of this methodology involves the thiazolium-catalyzed addition of an aldehyde to an acyl Imine to generate the corresponding alpha-ketoamide in situ followed by ring closure to the imidazole in a one-pot sequence. The extension of this methodology to the one-pot synthesis of substituted oxazoles and thiazoles is also described.

  DOI：

  10.1021/ol0498803

文献信息

• Synthesis of Substituted Imidazoles via Organocatalysis
  作者：Doug E. Frantz、Louis Morency、Arash Soheili、Jerry A. Murry、Edward J. J. Grabowski、Richard D. Tillyer

  DOI：10.1021/ol0498803

  日期：2004.3.1

  A one-pot synthesis of substituted imidazoles is described. The cornerstone of this methodology involves the thiazolium-catalyzed addition of an aldehyde to an acyl Imine to generate the corresponding alpha-ketoamide in situ followed by ring closure to the imidazole in a one-pot sequence. The extension of this methodology to the one-pot synthesis of substituted oxazoles and thiazoles is also described.