4-[3-(3-ethoxycarbonyl-propyl)-5-methoxy-phenyl]-butyric acid ethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[3-(3-ethoxycarbonyl-propyl)-5-methoxy-phenyl]-butyric acid ethyl ester
• 英文别名: Ethyl 4-[3-(4-ethoxy-4-oxobutyl)-5-methoxyphenyl]butanoate；ethyl 4-[3-(4-ethoxy-4-oxobutyl)-5-methoxyphenyl]butanoate
• 化学式: C₁₉H₂₈O₅
• 分子量: 336.428
• InChiKey: JLOJXINKSTUICJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-溴丁酸乙酯 、 4-碘苯甲醚 在 降冰片烯 、 palladium diacetate 异丙基硼酸 、 caesium carbonate 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以89%的产率得到4-[3-(3-ethoxycarbonyl-propyl)-5-methoxy-phenyl]-butyric acid ethyl ester
  参考文献：
  名称：

  Palladium-Catalyzed Alkylation−Hydride Reduction Sequence:  Synthesis of Meta-Substituted Arenes

  摘要：

  A new three-component, palladium-catalyzed domino reaction which gives access to meta-Substituted arenes using aryl iodides and primary alkyl halides is reported. Various functional groups are tolerated on both the aryl iodide and alkyl halide. In addition, isotopic labeling studies provide insight into the mechanism of this Catellani-type reaction.

  DOI：

  10.1021/ol051628n

文献信息

• Palladium-Catalyzed Alkylation−Hydride Reduction Sequence:  Synthesis of Meta-Substituted Arenes
  作者：Thorsten Wilhelm、Mark Lautens

  DOI：10.1021/ol051628n

  日期：2005.9.1

  A new three-component, palladium-catalyzed domino reaction which gives access to meta-Substituted arenes using aryl iodides and primary alkyl halides is reported. Various functional groups are tolerated on both the aryl iodide and alkyl halide. In addition, isotopic labeling studies provide insight into the mechanism of this Catellani-type reaction.