Methyl 3-[2-(hydroxymethyl)-4-[3-methoxy-4-(trifluoromethylsulfonyloxy)phenyl]phenyl]benzoate | 1287702-36-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 3-[2-(hydroxymethyl)-4-[3-methoxy-4-(trifluoromethylsulfonyloxy)phenyl]phenyl]benzoate
• CAS: 1287702-36-6
• 化学式: C₂₃H₁₉F₃O₇S
• 分子量: 496.461
• InChiKey: BENIPNNUYCFIJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Methyl 3-[2-(hydroxymethyl)-4-[3-methoxy-4-(trifluoromethylsulfonyloxy)phenyl]phenyl]benzoate 、 3-氯-5-氟苯硼酸 在 1,1'-双(二苯基膦)二茂铁 、 potassium fluoride 、 palladium diacetate 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 以75%的产率得到Methyl 3-[4-[4-(3-chloro-5-fluorophenyl)-3-methoxyphenyl]-2-(hydroxymethyl)phenyl]benzoate
  参考文献：
  名称：

  A Repetitive One-Step Method for Oligoarene Synthesis Using Catalyst-Controlled Chemoselective Cross-Coupling

  摘要：

  A method far oligoarene synthesis involving chemoselective cross-coupling as the key reaction was developed. Boronic acids with a chloro or trifluoromethanesulfonyloxy group were used as the monomer precursors with either of two chemoselective catalytic systems: Pd with P(t-Bu)(3), and Pd with 1,1'-bis(diphenylphosphino)ferrocene (DPPF). This method enabled elongation by one benzene unit in every step and thus reduced the number of steps required for elongation of oligoarene chains with well-defined lengths and sequences of substituted benzene rings.

  DOI：

  10.1021/ol200676k
• 作为产物：
  描述：

  3-(三氟甲基磺酰氧基)苯甲酸甲酯 在 1,1'-双(二苯基膦)二茂铁 、 potassium fluoride 、 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 palladium diacetate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 44.0h， 生成 Methyl 3-[2-(hydroxymethyl)-4-[3-methoxy-4-(trifluoromethylsulfonyloxy)phenyl]phenyl]benzoate
  参考文献：
  名称：

  A Repetitive One-Step Method for Oligoarene Synthesis Using Catalyst-Controlled Chemoselective Cross-Coupling

  摘要：

  A method far oligoarene synthesis involving chemoselective cross-coupling as the key reaction was developed. Boronic acids with a chloro or trifluoromethanesulfonyloxy group were used as the monomer precursors with either of two chemoselective catalytic systems: Pd with P(t-Bu)(3), and Pd with 1,1'-bis(diphenylphosphino)ferrocene (DPPF). This method enabled elongation by one benzene unit in every step and thus reduced the number of steps required for elongation of oligoarene chains with well-defined lengths and sequences of substituted benzene rings.

  DOI：

  10.1021/ol200676k

文献信息

• A Repetitive One-Step Method for Oligoarene Synthesis Using Catalyst-Controlled Chemoselective Cross-Coupling
  作者：Kei Manabe、Mai Ohba、Yuji Matsushima

  DOI：10.1021/ol200676k

  日期：2011.5.6

  A method far oligoarene synthesis involving chemoselective cross-coupling as the key reaction was developed. Boronic acids with a chloro or trifluoromethanesulfonyloxy group were used as the monomer precursors with either of two chemoselective catalytic systems: Pd with P(t-Bu)(3), and Pd with 1,1'-bis(diphenylphosphino)ferrocene (DPPF). This method enabled elongation by one benzene unit in every step and thus reduced the number of steps required for elongation of oligoarene chains with well-defined lengths and sequences of substituted benzene rings.