ethyl 3-butyl-4-(2'-thienyl)-2(E),4-pentadienoate

• 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 3-butyl-4-(2'-thienyl)-2(E),4-pentadienoate
• 英文别名: ethyl (E)-3-(1-thiophen-2-ylethenyl)hept-2-enoate
• 化学式: C₁₅H₂₀O₂S
• 分子量: 264.389
• InChiKey: BPMBSNNTNCUFSY-ACCUITESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴噻吩 、 3-(n-butyl)penta-3,4-dienoic acid ethyl ester 在 四(三苯基膦)钯 potassium carbonate 、 silver carbonate 作用下， 以 乙腈 为溶剂， 反应 21.0h， 以66%的产率得到ethyl 3-butyl-4-(2'-thienyl)-2(E),4-pentadienoate
  参考文献：
  名称：

  Highly Regio- and Stereoselective Synthesis of 2(E),4-Alkadienoates via the Pd(0)-Catalyzed Reaction of Aryl Halides with 3,4-Alkadienoates

  摘要：

  2(E),4-Alkadienoates were prepared highly stereoselectively via the Pd(O)/Ag2CO3-cocatalyzed reaction of 3,4-alkadienoates and aryl halides. The reaction is believed to proceed via the oxidative addition-carbopalladation-,beta-H elimination process. Compared to the other reported methods for the synthesis of 2,4-alkadienoates, in which usually only disubstituted C=C bonds were formed, the current reaction forms the trisubstituted or even tetrasubstituted C=C bond highly stereoselectively.

  DOI：

  10.1021/ol0473389

文献信息

• Highly Regio- and Stereoselective Synthesis of 2(<i>E</i>),4-Alkadienoates via the Pd(0)-Catalyzed Reaction of Aryl Halides with 3,4-Alkadienoates
  作者：Chunling Fu、Shengming Ma

  DOI：10.1021/ol0473389

  日期：2005.4.1

  2(E),4-Alkadienoates were prepared highly stereoselectively via the Pd(O)/Ag2CO3-cocatalyzed reaction of 3,4-alkadienoates and aryl halides. The reaction is believed to proceed via the oxidative addition-carbopalladation-,beta-H elimination process. Compared to the other reported methods for the synthesis of 2,4-alkadienoates, in which usually only disubstituted C=C bonds were formed, the current reaction forms the trisubstituted or even tetrasubstituted C=C bond highly stereoselectively.