methyl 2-(butylamino)-4-[(dimethylamino)carbonyl]-5-methyl-1H-imidazol-1-ylcarbamate | 1401317-67-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 2-(butylamino)-4-[(dimethylamino)carbonyl]-5-methyl-1H-imidazol-1-ylcarbamate
• 英文别名: methyl N-[2-(butylamino)-4-(dimethylcarbamoyl)-5-methylimidazol-1-yl]carbamate
• CAS: 1401317-67-6
• 化学式: C₁₃H₂₃N₅O₃
• 分子量: 297.357
• InChiKey: LYSVQHZKWQBBJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  88.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  以 二氯甲烷 为溶剂， 生成 methyl 2-(butylamino)-4-[(dimethylamino)carbonyl]-5-methyl-1H-imidazol-1-ylcarbamate
  参考文献：
  名称：

  Tandem Aza-Wittig/Carbodiimide-Mediated Annulation Applicable to 1,2-Diaza-1,3-dienes for the One-Pot Synthesis of Fully Substituted 1,2-Diaminoimidazoles

  摘要：

  One-pot sequential aza-Michael, Staudinger, and aza-Wittig reactions on 1,2-diaza-1,2-dienes (DDs) can afford fully substituted 1,2-diaminoimidazoles. A plausible mechanism for the imidazole core formation involving an intramolecular ring closure of the carbodiimide-derived phosphazene intermediate is given. The reported strategy has sufficient flexibility to allow substituted 1,2-diaminoimidazoles with orthogonal nitrogen-protective groups to be generated from a variety of heterocumulene moieties linked to the DDs skeleton.

  DOI：

  10.1021/jo301376z

文献信息

• Tandem Aza-Wittig/Carbodiimide-Mediated Annulation Applicable to 1,2-Diaza-1,3-dienes for the One-Pot Synthesis of Fully Substituted 1,2-Diaminoimidazoles
  作者：Orazio A. Attanasi、Silvia Bartoccini、Gianfranco Favi、Paolino Filippone、Francesca Romana Perrulli、Stefania Santeusanio

  DOI：10.1021/jo301376z

  日期：2012.10.19

  One-pot sequential aza-Michael, Staudinger, and aza-Wittig reactions on 1,2-diaza-1,2-dienes (DDs) can afford fully substituted 1,2-diaminoimidazoles. A plausible mechanism for the imidazole core formation involving an intramolecular ring closure of the carbodiimide-derived phosphazene intermediate is given. The reported strategy has sufficient flexibility to allow substituted 1,2-diaminoimidazoles with orthogonal nitrogen-protective groups to be generated from a variety of heterocumulene moieties linked to the DDs skeleton.