(E)-5-[2-(4-tert-butyl-phenyl)-4-oxo-cyclobutyl]-4-(4-chlorophenyl)-pent-2-enoic acid ethyl ester | 1165776-13-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-5-[2-(4-tert-butyl-phenyl)-4-oxo-cyclobutyl]-4-(4-chlorophenyl)-pent-2-enoic acid ethyl ester
• CAS: 1165776-13-5
• 化学式: C₂₇H₃₁ClO₃
• 分子量: 438.994
• InChiKey: MKLCVRYLBSMPIQ-XNTDXEJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-5-[2-(4-tert-butyl-phenyl)-4-oxo-cyclobutyl]-4-(4-chlorophenyl)-pent-2-enoic acid ethyl ester 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 120.0h， 生成
  参考文献：
  名称：

  A Convergent Radical-Based Route to Biaryls

  摘要：

  A route to biaryl-3-carboxylate esters involving a radical 1,2-aryl migration has been developed. This strategy hinges on the radical addition of xanthate 2 to olefin 1 causing a 1,2-aryl shift leading to alpha,beta-unsaturated ester 5, which is then converted into biaryl 10 by treatment with DBU under microwave heating.

  DOI：

  10.1021/ol9010294
• 作为产物：
  描述：

  3-(4-chloro-phenyl)-2-methanesulfonyl-pent-4-enoic acid ethyl ester 、 dithiocarbonic acid S-(2-(4-fert-butyl-phenyl)-4-oxo-cyclobutyl) ester O-ethyl ester 在 过氧化双月桂酰 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 15.25h， 以81%的产率得到(E)-5-[2-(4-tert-butyl-phenyl)-4-oxo-cyclobutyl]-4-(4-chlorophenyl)-pent-2-enoic acid ethyl ester
  参考文献：
  名称：

  A Convergent Radical-Based Route to Biaryls

  摘要：

  A route to biaryl-3-carboxylate esters involving a radical 1,2-aryl migration has been developed. This strategy hinges on the radical addition of xanthate 2 to olefin 1 causing a 1,2-aryl shift leading to alpha,beta-unsaturated ester 5, which is then converted into biaryl 10 by treatment with DBU under microwave heating.

  DOI：

  10.1021/ol9010294