ethyl (E)-6-methoxy-4-oxo-2-[1-(2-{[(1,1,1-trimethylsilyl)amino]carbonyl}hydrazono)ethyl]-5-hexenoate | 1027008-13-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (E)-6-methoxy-4-oxo-2-[1-(2-{[(1,1,1-trimethylsilyl)amino]carbonyl}hydrazono)ethyl]-5-hexenoate
• CAS: 1027008-13-4
• 化学式: C₁₅H₂₇N₃O₅Si
• 分子量: 357.482
• InChiKey: NHCUIJMYLNDDDI-HIHBEOKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  24.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  106.09
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  反-1-甲氧基-3-(三甲基硅氧基)-1,3-丁二烯 、 ethyl 3-[(aminocarbonyl)diazenyl]but-2-enoate 在 zinc(II) chloride 作用下， 以 二氯甲烷 为溶剂， 以49%的产率得到ethyl (E)-2-{1-[2-(aminocarbonyl)hydrazono]ethyl}-6-methoxy-4-oxo-5-hexenoate
  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