α-Butyl-zimtsaeure-ethylester | 4071-41-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: α-Butyl-zimtsaeure-ethylester
• 英文别名: ethyl 2-benzylidenehexanoate
• CAS: 4071-41-4
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: BRLIRVQAFLPKSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  苯甲醛 、 Ethyl 2-diphenoxyphosphorylhexanoate 在 sodium hydride 作用下， 生成 α-Butyl-zimtsaeure-ethylester
  参考文献：
  名称：

  Z-Selective Horner−Wadsworth−Emmons Reaction of α-Substituted Ethyl (Diarylphosphono)acetates with Aldehydes¹

  摘要：

  New Horner-Wadsworth-Emmons reagents, ethyl 2-(diarylphosphono)propionates (2), ethyl 2-(diarylphosphono)hexanoates (3), and ethyl 2-(diarylphosphono)-3-methylbutanoates (4) were prepared by alkylation of ethyl (diarylphosphono)acetates. The reaction of 2-4 with various types of aldehydes gave Z-alpha,beta-dialkyl-alpha,beta-unsaturated esters highly selectively. Remarkable temperature-dependent selectivity was observed in the reaction of (PhO)(2)P(O)CHBuCO2Et with octyl aldehyde.

  DOI：

  10.1021/jo981337a

文献信息

• <i>Z</i>-Selective Horner−Wadsworth−Emmons Reaction of α-Substituted Ethyl (Diarylphosphono)acetates with Aldehydes¹
  作者：Kaori Ando

  DOI：10.1021/jo981337a

  日期：1998.11.1

  New Horner-Wadsworth-Emmons reagents, ethyl 2-(diarylphosphono)propionates (2), ethyl 2-(diarylphosphono)hexanoates (3), and ethyl 2-(diarylphosphono)-3-methylbutanoates (4) were prepared by alkylation of ethyl (diarylphosphono)acetates. The reaction of 2-4 with various types of aldehydes gave Z-alpha,beta-dialkyl-alpha,beta-unsaturated esters highly selectively. Remarkable temperature-dependent selectivity was observed in the reaction of (PhO)(2)P(O)CHBuCO2Et with octyl aldehyde.