2-hydroxy-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylpropane-1,3-dione | 1265223-30-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylpropane-1,3-dione
• CAS: 1265223-30-0
• 化学式: C₁₇H₁₆O₆
• 分子量: 316.31
• InChiKey: JZPUAOFWHLMHBB-UHFFFAOYSA-N

物化性质

• 沸点：
  555.6±50.0 °C(Predicted)
• 密度：
  1.311±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.84
• 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：
  0.18
• 拓扑面积：
  93.06
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  柯因二甲醚 在 盐酸 、 水 、 二甲基二环氧乙烷 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 21.0h， 生成 2-hydroxy-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylpropane-1,3-dione 、 5,7-dimethoxyflavonol
  参考文献：
  名称：

  Use of acyl substituents to favour 2,3-epoxidation of 5,7-dioxygenated flavones with dimethyldioxirane

  摘要：

  The reaction of 5,7-dimethoxyflavone with dimethyldioxirane (DMDO) gives the 2,3-epoxide rapidly at first. However, low levels of ring A hydroxylated by-products are also formed. With increasing proportions of DMDO, demethylation at C-5 becomes apparent and consumption of substrate is not matched by further significant build-up of the epoxide. Deactivation of ring A by the use of acyl groups removes this complication. 5,7-Diacylflavones give excellent yields of epoxides and monoacyl derivatives also react in good yield. Ionization potential mans derived from density functional theory calculations (B3LYP/6-31G*), provide good visual indicators of the relative reactivity of the key nucleophilic loci. The epoxides may be isolated as such, or transformed into flavonols by treatment with p-toluenesulfonic acid. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.076