methyl 3-(5-bromo-2,4-dimethoxy-phenyl)-2-(2,4-dimethoxy-phenyl)-3-oxo-propionate | 1134605-61-0

• 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: methyl 3-(5-bromo-2,4-dimethoxy-phenyl)-2-(2,4-dimethoxy-phenyl)-3-oxo-propionate
• 英文别名: Methyl 3-(5-bromo-2,4-dimethoxyphenyl)-2-(2,4-dimethoxyphenyl)-3-oxopropanoate
• CAS: 1134605-61-0
• 化学式: C₂₀H₂₁BrO₇
• 分子量: 453.287
• InChiKey: ZMKAOUHPBLRZNZ-UHFFFAOYSA-N

物化性质

• 熔点：
  136-137 °C
• 沸点：
  559.7±50.0 °C(predicted)
• 密度：
  1.368±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 3-(5-bromo-2,4-dimethoxy-phenyl)-2-(2,4-dimethoxy-phenyl)-3-oxo-propionate 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以78%的产率得到2-bromo-3,9-dihydroxy-benzo[4,5]furo[3,2-c]chromen-6-one
  参考文献：
  名称：

  Total Synthesis of Psoralidin, an Anticancer Natural Product

  摘要：

  A base-catalyzed condensation of phenyl acetate with acid chloride, followed by intramolecular cyclization and microwave-assisted cross-metathes is reaction, leads to the first total synthesis of psoralidin, a natural product with a broad range of biological activities, in a highly convergent and regioselective manner.

  DOI：

  10.1021/jo8025884
• 作为产物：
  描述：

  2-(2,4-二甲氧基苯基)乙酸甲酯 、 5-溴-2,4-二甲氧基苯甲酰氯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以320 mg的产率得到methyl 3-(5-bromo-2,4-dimethoxy-phenyl)-2-(2,4-dimethoxy-phenyl)-3-oxo-propionate
  参考文献：
  名称：

  Total Synthesis of Psoralidin, an Anticancer Natural Product

  摘要：

  A base-catalyzed condensation of phenyl acetate with acid chloride, followed by intramolecular cyclization and microwave-assisted cross-metathes is reaction, leads to the first total synthesis of psoralidin, a natural product with a broad range of biological activities, in a highly convergent and regioselective manner.

  DOI：

  10.1021/jo8025884

文献信息

• Total Synthesis of Psoralidin, an Anticancer Natural Product
  作者：Pallab Pahari、Jürgen Rohr

  DOI：10.1021/jo8025884

  日期：2009.4.3

  A base-catalyzed condensation of phenyl acetate with acid chloride, followed by intramolecular cyclization and microwave-assisted cross-metathes is reaction, leads to the first total synthesis of psoralidin, a natural product with a broad range of biological activities, in a highly convergent and regioselective manner.