methyl 1-benzyl-5,5-dimethyl-4,5-dihydro-1H-imidazole-4-carboxylate | 64765-65-7

• 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 1-benzyl-5,5-dimethyl-4,5-dihydro-1H-imidazole-4-carboxylate
• 英文别名: 1-benzyl-5,5-dimethyl-4,5-dihydro-1H-imidazole-4-carboxylic acid methyl ester；methyl 1-benzyl-5,5-dimethyl-4H-imidazole-4-carboxylate
• CAS: 64765-65-7
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: XVTZTMFBZPSKFH-UHFFFAOYSA-N

物化性质

• 沸点：
  171-173 °C(Press: 1.0 Torr)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苄胺 在 silver nitrate 作用下， 以 甲醇 为溶剂， 反应 52.0h， 生成 methyl 1-benzyl-5,5-dimethyl-4,5-dihydro-1H-imidazole-4-carboxylate
  参考文献：
  名称：

  绘制围绕多组分组合的化学反应空间：对一组不同的生物相关支架的受控访问

  摘要：

  围绕已知的多组分反应 (MCR) 绘制反应空间图可以开发新工艺。通过这种方式，对 Orru 转化中涉及的参数的详细研究导致了以多种取代的咪唑啉酮为特征的替代连接的产生，包括 GFP（绿色荧光蛋白）发色团、腔肠素衍生物、天然产物、激酶抑制剂和生物探针。

  DOI：

  10.1002/anie.202303889

文献信息

• A Resource-Efficient and Highly Flexible Procedure for a Three-Component Synthesis of 2-Imidazolines
  作者：Niels Elders、Rob F. Schmitz、Frans J. J. de Kanter、Eelco Ruijter、Marinus B. Groen、Romano V. A. Orru

  DOI：10.1021/jo070840x

  日期：2007.8.1

  A multicomponent reaction between alpha-acidic isonitriles, primary amines, and carbonyl compounds was studied using 14 different solvents. Depending on the isocyanide that was used, optimal yields for the three-component synthesis of 2H-2-imidazolines were observed in different solvents. The solvents could be used as purchased, and in situ preformation of the imine was not required. By selecting the appropriate solvent, it was possible to considerably expand the range of compatible isocyanides toward less alpha-acidic isocyanides. Further process simplification was achieved by performing the reaction at higher concentrations and avoiding purification by column chromatography, resulting in a fast, easy to perform, and resource-efficient protocol for this three-component reaction.