(E)-7-(3,5-Dimethyl-4-oxo-cyclohexa-2,5-dienylidene)-hept-2-enoic acid ethyl ester | 144180-84-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-7-(3,5-Dimethyl-4-oxo-cyclohexa-2,5-dienylidene)-hept-2-enoic acid ethyl ester
• 英文别名: ethyl 7-(3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)hept-2-enoate
• CAS: 144180-84-7
• 化学式: C₁₇H₂₂O₃
• 分子量: 274.36
• InChiKey: TZNHIKOFVDXJCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 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：

  (E)-7-(3,5-Dimethyl-4-oxo-cyclohexa-2,5-dienylidene)-hept-2-enoic acid ethyl ester 在 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 生成 (1S*,2S*)- and (1R*,2S*)-2-(3,5-dimethyl-4-hydroxyphenyl)-1-<(ethoxycarbonyl)methyl>cyclopentane
  参考文献：
  名称：

  Reductive cyclization of quinone methides

  摘要：

  The first use of reduced quinone methides for the formation of carbon-carbon bonds in cyclization reactions is described. Treatment of quinone methides with SmI2 resulted in intramolecular reaction with internal activated multiple bonds to afford 5- and 6-membered carbocycles in good yields. The activated multiple bonds used are aldehydes and alpha,beta-unsaturated esters and nitriles.

  DOI：

  10.1021/jo00051a038
• 作为产物：
  描述：

  (E and Z)-ethyl 7-(3,5-dimethyl-4-hydroxyphenyl)-2-heptenoate 在 silver(l) oxide 作用下， 以 氘代苯 为溶剂， 反应 1.0h， 生成 (E)-7-(3,5-Dimethyl-4-oxo-cyclohexa-2,5-dienylidene)-hept-2-enoic acid ethyl ester
  参考文献：
  名称：

  Reductive cyclization of quinone methides

  摘要：

  The first use of reduced quinone methides for the formation of carbon-carbon bonds in cyclization reactions is described. Treatment of quinone methides with SmI2 resulted in intramolecular reaction with internal activated multiple bonds to afford 5- and 6-membered carbocycles in good yields. The activated multiple bonds used are aldehydes and alpha,beta-unsaturated esters and nitriles.

  DOI：

  10.1021/jo00051a038