Ditert-butyl 1-(4-methylphenyl)imidazole-4,5-dicarboxylate | 187277-07-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Ditert-butyl 1-(4-methylphenyl)imidazole-4,5-dicarboxylate
• 英文别名: ditert-butyl 1-(4-methylphenyl)imidazole-4,5-dicarboxylate
• CAS: 187277-07-2
• 化学式: C₂₀H₂₆N₂O₄
• 分子量: 358.437
• InChiKey: BUBOAFDVLDSUOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ditert-butyl 1-(4-methylphenyl)imidazole-4,5-dicarboxylate 在 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到1-(4-methylphenyl)-4,5-imidazoledicarboxylic acid
  参考文献：
  名称：

  Reactions of arylazosulfones with the conjugate bases of (tert-butoxycarbonyl)methyl and tosylmethyl isocyanide. Synthesis of substituted 1-arylimidazoles

  摘要：

  The reactions of arylazosulfones 1 (ArN=NSO2Ar') with the potassium salts of (tert-butoxycarbonyl)methyl 2 and tosylmethyl isocyanide 3 in DMSO afford 4,5-bis(tert-butoxycarbonyl)-4 and 4-tosyl-1-arylimidazoles 5, respectively. Yields of imidazoles 4 and 5 vary from moderate to excellent depending on the nature both of Ar in 1 and of the nucleophile (2 or 3) employed. A comparison of the results obtained with those relevant to the reactions of the same nucleophiles with nitrosobenzene in analogous experimental conditions provides useful mechanistic indications on the transformation of 1 to 4 or 5. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01108-8
• 作为产物：
  描述：

  (4-甲基苯基)偶氮-4-甲基苯基砜 、 异氰基乙酸叔丁酯 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 以75%的产率得到Ditert-butyl 1-(4-methylphenyl)imidazole-4,5-dicarboxylate
  参考文献：
  名称：

  Reactions of arylazosulfones with the conjugate bases of (tert-butoxycarbonyl)methyl and tosylmethyl isocyanide. Synthesis of substituted 1-arylimidazoles

  摘要：

  The reactions of arylazosulfones 1 (ArN=NSO2Ar') with the potassium salts of (tert-butoxycarbonyl)methyl 2 and tosylmethyl isocyanide 3 in DMSO afford 4,5-bis(tert-butoxycarbonyl)-4 and 4-tosyl-1-arylimidazoles 5, respectively. Yields of imidazoles 4 and 5 vary from moderate to excellent depending on the nature both of Ar in 1 and of the nucleophile (2 or 3) employed. A comparison of the results obtained with those relevant to the reactions of the same nucleophiles with nitrosobenzene in analogous experimental conditions provides useful mechanistic indications on the transformation of 1 to 4 or 5. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01108-8