2-[(E)-3-(3,4-Dimethoxy-phenyl)-1-methyl-allyl]-6-methoxy-phenol | 189181-49-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-[(E)-3-(3,4-Dimethoxy-phenyl)-1-methyl-allyl]-6-methoxy-phenol
• CAS: 189181-49-5
• 化学式: C₁₉H₂₂O₄
• 分子量: 314.381
• InChiKey: LJOFZXKWJXBFKC-CMDGGOBGSA-N

物化性质

• 沸点：
  454.6±45.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-[(E)-3-(3,4-Dimethoxy-phenyl)-1-methyl-allyl]-6-methoxy-phenol 在 哌啶 、 盐酸 、 boron trioxide 、 sodium hydroxide 、 硼酸三丁酯 作用下， 以 乙醇 为溶剂， 反应 2.5h， 生成 cassumunin A
  参考文献：
  名称：

  Synthesis of (±)-Cassumunins A and B, New Curcuminoid Antioxidants Having Protective Activity of the Living Cell against Oxidative Damage

  摘要：

  A chemical synthesis of cassumunins A (1) and B (2), natural curcuminoid antioxidants, was developed. The synthesis was started from o-vanillin and after nine reaction steps resulted in 20% and 26% overall yields of 1 and 2, respectively. The synthetic cassumunins showed stronger protective activity than curcumin against oxidative cell death induced by hydrogen peroxide in a rat thymocyte system.

  DOI：

  10.1021/np970555g
• 作为产物：
  描述：

  [2-[(E)-4-(3,4-dimethoxyphenyl)but-3-en-2-yl]-6-methoxyphenyl] acetate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 2-[(E)-3-(3,4-Dimethoxy-phenyl)-1-methyl-allyl]-6-methoxy-phenol
  参考文献：
  名称：

  Synthesis of (±)-Cassumunins A and B, New Curcuminoid Antioxidants Having Protective Activity of the Living Cell against Oxidative Damage

  摘要：

  A chemical synthesis of cassumunins A (1) and B (2), natural curcuminoid antioxidants, was developed. The synthesis was started from o-vanillin and after nine reaction steps resulted in 20% and 26% overall yields of 1 and 2, respectively. The synthetic cassumunins showed stronger protective activity than curcumin against oxidative cell death induced by hydrogen peroxide in a rat thymocyte system.

  DOI：

  10.1021/np970555g