E-E-8-hydroxy-octa-2,4-dienoic acid methyl ester | 757231-74-6

• 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: E-E-8-hydroxy-octa-2,4-dienoic acid methyl ester
• CAS: 757231-74-6
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: HINQJCHOELJKSL-QGZVWANCSA-N

物化性质

• 沸点：
  288.8±23.0 °C(Predicted)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.04
• 重原子数：
  12.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  甲酸 、 E-E-8-hydroxy-octa-2,4-dienoic acid methyl ester 反应 2.0h， 以82%的产率得到
  参考文献：
  名称：

  Formal Intramolecular (4 + 1)-Cycloaddition of Dialkoxycarbenes: Control of the Stereoselectivity and a Mechanistic Portrait

  摘要：

  The stereoselective synthesis of 5-5, 6-5, and 7-5 fused O-heterocyclic compounds is reported. The key reaction is a formal intramolecular (4 + 1)-cycloaddition involving a dialkox-ycarbene and an electron-deficient diene where the stereo-selectivity is dependent on the length of the tether. An analysis of the stereochemical outcome of this reaction sheds light on its complex mechanistic picture. High-level calculations were used to support the proposed mechanistic portrait.

  DOI：

  10.1021/ja211927b
• 作为产物：
  描述：

  在 水 、 lead(IV) tetraacetate 、 溶剂黄146 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 20.75h， 生成 E-E-8-hydroxy-octa-2,4-dienoic acid methyl ester
  参考文献：
  名称：

  Formal Intramolecular (4 + 1)-Cycloaddition of Dialkoxycarbenes: Control of the Stereoselectivity and a Mechanistic Portrait

  摘要：

  The stereoselective synthesis of 5-5, 6-5, and 7-5 fused O-heterocyclic compounds is reported. The key reaction is a formal intramolecular (4 + 1)-cycloaddition involving a dialkox-ycarbene and an electron-deficient diene where the stereo-selectivity is dependent on the length of the tether. An analysis of the stereochemical outcome of this reaction sheds light on its complex mechanistic picture. High-level calculations were used to support the proposed mechanistic portrait.

  DOI：

  10.1021/ja211927b

文献信息

• Inter- and Intramolecular [4 + 1]-Cycloadditions Between Electron-Poor Dienes and Electron-Rich Carbenes
  作者：Claude Spino、Hadi Rezaei、Kristina Dupont-Gaudet、Francis Bélanger

  DOI：10.1021/ja046344x

  日期：2004.8.1

  Inter- and intramolecular [4 + 1]-annulations between dialkoxy carbenes and electron-deficient dienes afford mono- or bicyclic products in moderate to good yield.