N3,N3,2-trimethyl-4-acetyl-1-[(aminocarbonyl)amino]-1H-pyrrole-3-carboxamide | 1027008-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: N3,N3,2-trimethyl-4-acetyl-1-[(aminocarbonyl)amino]-1H-pyrrole-3-carboxamide
• CAS: 1027008-79-2
• 化学式: C₁₁H₁₆N₄O₃
• 分子量: 252.273
• InChiKey: XALQXWGPYJLIKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.32
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  97.43
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-[3-(dimethylamino)-1-ethyl-3-oxoprop-1-en-1-yl]diazenecarboxamide 、 反-1-甲氧基-3-(三甲基硅氧基)-1,3-丁二烯 以 水 为溶剂， 反应 10.0h， 以65%的产率得到N3,N3,2-trimethyl-4-acetyl-1-[(aminocarbonyl)amino]-1H-pyrrole-3-carboxamide
  参考文献：
  名称：

  Flexible Protocol for the Chemo- and Regioselective Building of Pyrroles and Pyrazoles by Reactions of Danishefsky’s Dienes with 1,2-Diaza-1,3-butadienes

  摘要：

  The versatility of the Mukaiyama-Michael-type addition/heterocyclization of Danishefsky's diene with 1,2-diaza-1,3-butadienes was applied to the synthesis of both 4H-1-aminopyrroles and 4,5H-pyrazoles. Thus, the same reagents furnished different types of highly functionalized azaheterocycles essentially depending on their structure: as a matter of fact, R-1 = COOR or CONR2 differently affects the acidity of the proton at the adjacent carbon. An unexpected formation of 5H-1-aminopyrroles from the reactions carried out in water was also observed.

  DOI：

  10.1021/ol800557h