(E)-1-(3'-carboxy-4'-benzyloxy)phenyl-2-(3'',5''-dibenzyloxy)phenylethene | 716361-85-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1-(3'-carboxy-4'-benzyloxy)phenyl-2-(3'',5''-dibenzyloxy)phenylethene
• 英文别名: 5-[(E)-2-[3,5-bis(phenylmethoxy)phenyl]ethenyl]-2-phenylmethoxybenzoic acid
• CAS: 716361-85-2
• 化学式: C₃₆H₃₀O₅
• 分子量: 542.631
• InChiKey: AWWFGMYOOSOKDN-WUKNDPDISA-N

物化性质

• 沸点：
  749.5±60.0 °C(Predicted)
• 密度：
  1.235±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  41
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-1-(3'-carboxy-4'-benzyloxy)phenyl-2-(3'',5''-dibenzyloxy)phenylethene 在 N,N-二甲基苯胺 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 23.17h， 生成 (E)-1-[3'-(4''-carboxybenzamido)-4'-hydroxy]phenyl-2-(3''',5'''-dihydroxy)phenylethene
  参考文献：
  名称：

  Synthesis of a Piceatannol Analog: Replacement of Hydroxy Group with Amide Functionality

  摘要：

  Polyhydroxylated stilbene analogs of piceatannol are shown to possess protein-tyrosine kinase (PTK) inhibitory activity. We have developed a novel approach to introduce an amide moiety into the structure of piceatannol. The amido substituted stilbene derivative was synthesized in 10 steps with an overall yield of 30%.

  DOI：

  10.1081/scc-120030700
• 作为产物：
  描述：

  3,5-二苄氧基苯甲醇 在 potassium tert-butylate 、 三溴化磷 、 四丁基碘化铵 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 (E)-1-(3'-carboxy-4'-benzyloxy)phenyl-2-(3'',5''-dibenzyloxy)phenylethene
  参考文献：
  名称：

  Synthesis of a Piceatannol Analog: Replacement of Hydroxy Group with Amide Functionality

  摘要：

  Polyhydroxylated stilbene analogs of piceatannol are shown to possess protein-tyrosine kinase (PTK) inhibitory activity. We have developed a novel approach to introduce an amide moiety into the structure of piceatannol. The amido substituted stilbene derivative was synthesized in 10 steps with an overall yield of 30%.

  DOI：

  10.1081/scc-120030700

文献信息

• Synthesis of a Piceatannol Analog: Replacement of Hydroxy Group with Amide Functionality
  作者：T. K. Venkatachalam、H. Huang、G. Yu、F. M. Uckun

  DOI：10.1081/scc-120030700

  日期：2004.12.31

  Polyhydroxylated stilbene analogs of piceatannol are shown to possess protein-tyrosine kinase (PTK) inhibitory activity. We have developed a novel approach to introduce an amide moiety into the structure of piceatannol. The amido substituted stilbene derivative was synthesized in 10 steps with an overall yield of 30%.