4-isopropyl-7-oxo-hept-2-enoic acid ethyl ester | 861818-48-6

• 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: 4-isopropyl-7-oxo-hept-2-enoic acid ethyl ester
• 英文别名: ethyl (E)-7-oxo-4-propan-2-ylhept-2-enoate
• CAS: 861818-48-6
• 化学式: C₁₂H₂₀O₃
• 分子量: 212.289
• InChiKey: PYRAYIOWXJKDMI-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-isopropyl-7-oxo-hept-2-enoic acid ethyl ester 在 triazolium salt-based catalyst 三乙胺 作用下， 以 甲苯 为溶剂， 生成 (2-isopropyl-5-oxo-cyclopentyl)-acetic acid ethyl ester 、 (2-isopropyl-5-oxo-cyclopentyl)-acetic acid ethyl ester
  参考文献：
  名称：

  The effect of pre-existing stereocenters in the intramolecular asymmetric Stetter reaction

  摘要：

  A series of disubstituted cyclopentanones have been synthesized by the intramolecular Stetter reaction. Racemic substrates containing one chiral center were used, allowing us the opportunity to observe a parallel kinetic resolution in the synthesis of 2,3- and 2,4disubstituted cyclopentanones. The Stetter reaction of 2,5-disubstituted cyclopentanones proved to be substrate controlled, resulting in the selective formation of the cis-diasteroiners with low ee. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.121
• 作为产物：
  描述：

  4-isopropyl-octa-2,7-dienoic acid ethyl ester 在 吡啶 、 四氧化锇 、 N,N-二乙基乙胺氧化物 作用下， 以 水 、 叔丁醇 为溶剂， 以34%的产率得到4-isopropyl-7-oxo-hept-2-enoic acid ethyl ester
  参考文献：
  名称：

  The effect of pre-existing stereocenters in the intramolecular asymmetric Stetter reaction

  摘要：

  A series of disubstituted cyclopentanones have been synthesized by the intramolecular Stetter reaction. Racemic substrates containing one chiral center were used, allowing us the opportunity to observe a parallel kinetic resolution in the synthesis of 2,3- and 2,4disubstituted cyclopentanones. The Stetter reaction of 2,5-disubstituted cyclopentanones proved to be substrate controlled, resulting in the selective formation of the cis-diasteroiners with low ee. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.121