(E)-3-Methyl-5-phenyl-hepta-2,6-dienoic acid ethyl ester | 133036-61-0

• 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: (E)-3-Methyl-5-phenyl-hepta-2,6-dienoic acid ethyl ester
• 英文别名: ethyl (2E)-3-methyl-5-phenylhepta-2,6-dienoate
• CAS: 133036-61-0
• 化学式: C₁₆H₂₀O₂
• 分子量: 244.334
• InChiKey: WOVOBQUUWBRASM-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  ethyl 3-methyl-2-trimethylsilyl-3-butenoate 、 alkaline earth salt of/the/ methylsulfuric acid 以 硝基甲烷 为溶剂， 反应 16.0h， 生成 ethyl 3-methyl-7-phenyl-2,6-heptadienoate 、 ethyl 3-methyl-7-phenyl-2,6-heptadienoate 、 (E)-3-Methyl-5-phenyl-hepta-2,6-dienoic acid ethyl ester 、 (E)-3-Methyl-5-phenyl-hepta-2,6-dienoic acid ethyl ester
  参考文献：
  名称：

  Approaches to selective isoprenologation via reactions of (η3-allyl)Fe(CO)+4 with allyl nucleophiles

  摘要：

  The reactions of substituted (eta-3-allyl)Fe(CO)4BF4 complexes 1 with various allyl-metals [M = SiMe3 (2), -SnBu3 (3) and -FeCp(CO)2 (4)] and dienolate derivatives [CH2 = C(CH3)CH = COM(OR) (M = Li, SiMe3)] have been investigated in search of a method for regio- and stereocontrolled allyl-allyl coupling. All three classes of allyl derivatives react with 1 in moderate to good yield with variable regioselectivity; the silyl derivatives 2 generally provide good regioselectivity for attack at the less substituted terminus of unsymmetrical derivatives of 1 but deprotonation of the 1,1-dimethylallyl complex 1e prevents efficient isoprenylation. Although deprotonation of 1e also dominates with the siloxydienes, the lithium dienolates couple efficiently with 1; however, reaction at the alpha position of the dienolate dominates.

  DOI：

  10.1016/0022-328x(91)80086-y