(R,E)-4-phenyl-2-propylpent-3-enoic acid | 950489-35-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (R,E)-4-phenyl-2-propylpent-3-enoic acid
• CAS: 950489-35-7
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: ZNBKIWPVUABFGT-OCHBPSSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (R,E)-4-phenyl-2-propylpent-3-enoic acid 在 iodo(I)(bis-collidine) hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到(3S,4R,5S)-4-iodo-5-methyl-5-phenyl-3-propyldihydrofuran-2(3H)-one
  参考文献：
  名称：

  Preparation of enantiopure 3,5,5-trialkyl-γ-butyrolactones by diastereospecific 5-endo halo lactonizations

  摘要：

  A new preparation of 3,5,5-trialkyl-gamma-butyrolactones of defined absolute configuration is reported. This method involves the diastereoselective alkylation of 3,4-ethylenic acids after incorporation of a chiral Evans auxiliary, and then after separation of the two diastereomers and hydrolysis of the auxiliary, stereospecific halo lactonizations. This method was applied to the preparation of a natural product, present in a sponge. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.05.028
• 作为产物：
  描述：

  (E)-4-phenyl-3-pentenoic acid 在 lithium hydroxide 、 正丁基锂 、 双氧水 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 正己烷 为溶剂， 反应 1.0h， 生成 (R,E)-4-phenyl-2-propylpent-3-enoic acid
  参考文献：
  名称：

  Preparation of enantiopure 3,5,5-trialkyl-γ-butyrolactones by diastereospecific 5-endo halo lactonizations

  摘要：

  A new preparation of 3,5,5-trialkyl-gamma-butyrolactones of defined absolute configuration is reported. This method involves the diastereoselective alkylation of 3,4-ethylenic acids after incorporation of a chiral Evans auxiliary, and then after separation of the two diastereomers and hydrolysis of the auxiliary, stereospecific halo lactonizations. This method was applied to the preparation of a natural product, present in a sponge. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.05.028