hex-5-enoic acid 2-oxo-2-phenylethyl ester | 1239683-64-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hex-5-enoic acid 2-oxo-2-phenylethyl ester
• CAS: 1239683-64-7
• 化学式: C₁₄H₁₆O₃
• 分子量: 232.279
• InChiKey: FQBXPCANLULIEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  17.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  hex-5-enoic acid 2-oxo-2-phenylethyl ester 、 芴甲氧羰基-L-天冬氨酸-1-叔丁酯 在 tetrakis(acetonitrile)palladium(II) bis(tetrafluoroborate) 、 二甲基亚砜 、 N,N-二异丙基乙胺 、 苯基-P-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以75%的产率得到2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinic acid 1-tert-butyl ester 4-[5-(2-oxo-2-phenylethoxycarbonyl)-pent-2-enyl] ester
  参考文献：
  名称：

  Synthesis of Complex Allylic Esters via C−H Oxidation vs C−C Bond Formation

  摘要：

  A highly general, predictably selective C H oxidation method for the direct, catalytic synthesis of complex allylic esters is introduced. This Pd(II)/sulfoxide-catalyzed method allows a wide range of complex aryl and alkyl carboxylic acids to couple directly with terminal olefins to furnish (E)-allylic esters in synthetically useful yields and selectivities (1 6 examples, EIZ L- 10:1) and without the use of stoichiometric coupling reagents or unstable intermediates. Strategic advantages of constructing allylic esters via C H oxidation vs C C bond-forming methods are evaluated and discussed in four "case studies".

  DOI：

  10.1021/ja104826g
• 作为产物：
  描述：

  5-己烯酸 、 2-溴苯乙酮 在 potassium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以95%的产率得到hex-5-enoic acid 2-oxo-2-phenylethyl ester
  参考文献：
  名称：

  Synthesis of Complex Allylic Esters via C−H Oxidation vs C−C Bond Formation

  摘要：

  A highly general, predictably selective C H oxidation method for the direct, catalytic synthesis of complex allylic esters is introduced. This Pd(II)/sulfoxide-catalyzed method allows a wide range of complex aryl and alkyl carboxylic acids to couple directly with terminal olefins to furnish (E)-allylic esters in synthetically useful yields and selectivities (1 6 examples, EIZ L- 10:1) and without the use of stoichiometric coupling reagents or unstable intermediates. Strategic advantages of constructing allylic esters via C H oxidation vs C C bond-forming methods are evaluated and discussed in four "case studies".

  DOI：

  10.1021/ja104826g