methyl 1-[(aminocarbonyl)amino]-2-ethyl-5-[(E)-2-methoxy-1-methyl-1-ethenyl]-4-methyl-1H-3-pyrrolecarboxylate | 1027008-64-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: methyl 1-[(aminocarbonyl)amino]-2-ethyl-5-[(E)-2-methoxy-1-methyl-1-ethenyl]-4-methyl-1H-3-pyrrolecarboxylate
• CAS: 1027008-64-5
• 化学式: C₁₄H₂₁N₃O₄
• 分子量: 295.338
• InChiKey: IWCIGWCBKLWQKQ-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  95.58
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  methyl (E)-2-{1-[2-(aminocarbonyl)hydrazono]propyl}-6-methoxy-3,5-dimethyl-4-oxo-5-hexenoate 在 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到methyl 1-[(aminocarbonyl)amino]-2-ethyl-5-[(E)-2-methoxy-1-methyl-1-ethenyl]-4-methyl-1H-3-pyrrolecarboxylate
  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