2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole | 1448032-74-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole
• CAS: 1448032-74-3
• 化学式: C₃₃H₃₅ClN₂O₄Si
• 分子量: 587.19
• InChiKey: VTTPVXKHCYZWNU-UHFFFAOYSA-N

物化性质

• 沸点：
  685.4±65.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.13
• 重原子数：
  41.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  58.65
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以74%的产率得到2-[5-（3-氯苯基）-2-呋喃基]-4,5-双（4-甲氧基苯基）-1H-咪唑
  参考文献：
  名称：

  Selective Sequential Cross-Coupling Reactions on Imidazole towards Neurodazine and Analogues

  摘要：

  Polysubstituted imidazoles represent a common structural motif in bioactive molecules. A modular and flexible strategy towards 2,4,5-triarylated imidazoles is reported applying a Suzuki-Miyaura cross-coupling protocol. Employing 1-protected 2,4,5-tribromoimidazole as starting material, both stepwise and one-pot protocols towards the title compounds are disclosed. The utility of the approach was demonstrated by synthesizing neurodazine, a biologically active molecule affecting neuronal cell differentiation.

  DOI：

  10.1055/s-0032-1316906
• 作为产物：
  描述：

  2-(2-furyl)-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 4.0h， 生成 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole
  参考文献：
  名称：

  Selective Sequential Cross-Coupling Reactions on Imidazole towards Neurodazine and Analogues

  摘要：

  Polysubstituted imidazoles represent a common structural motif in bioactive molecules. A modular and flexible strategy towards 2,4,5-triarylated imidazoles is reported applying a Suzuki-Miyaura cross-coupling protocol. Employing 1-protected 2,4,5-tribromoimidazole as starting material, both stepwise and one-pot protocols towards the title compounds are disclosed. The utility of the approach was demonstrated by synthesizing neurodazine, a biologically active molecule affecting neuronal cell differentiation.

  DOI：

  10.1055/s-0032-1316906