2-(4-acetoxy-3-methoxyphenyl)-7-hydroxy-4-oxo-4H-chromene-3,5-diyl diacetate | 1383545-59-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2-(4-acetoxy-3-methoxyphenyl)-7-hydroxy-4-oxo-4H-chromene-3,5-diyl diacetate
• CAS: 1383545-59-2
• 化学式: C₂₂H₁₈O₁₀
• 分子量: 442.379
• InChiKey: LFMDJIGZJQZQMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  138.57
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  2-(4-acetoxy-3-methoxyphenyl)-7-hydroxy-4-oxo-4H-chromene-3,5-diyl diacetate 在 甲醇 、 四(三苯基膦)钯 、 ammonium acetate 作用下， 以 四氢呋喃 为溶剂， 反应 29.0h， 生成 8-prenylisorhamnetin
  参考文献：
  名称：

  An Efficient Method for C8-Prenylation of Flavonols and Flavanones

  摘要：

  Synthesis of C8-prenylated flavonols and flavanones via the palladium-catalyzed 7-O-1,1-dimethylprop-2-enylation, followed by Claisen rearrangement is described. Two regioselectivities (carbon-carbon bond formation at either the tail or head of the prenyl group and carbon-carbon bond formation at either C8 or C6) were efficiently improved when acetic anhydride was used as a solvent instead of N,N-dimethylformamide.

  DOI：

  10.1055/s-0031-1290756
• 作为产物：
  描述：

  异鼠李素 在 吡啶 、 咪唑 、 苯硫酚 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 2-(4-acetoxy-3-methoxyphenyl)-7-hydroxy-4-oxo-4H-chromene-3,5-diyl diacetate
  参考文献：
  名称：

  An Efficient Method for C8-Prenylation of Flavonols and Flavanones

  摘要：

  Synthesis of C8-prenylated flavonols and flavanones via the palladium-catalyzed 7-O-1,1-dimethylprop-2-enylation, followed by Claisen rearrangement is described. Two regioselectivities (carbon-carbon bond formation at either the tail or head of the prenyl group and carbon-carbon bond formation at either C8 or C6) were efficiently improved when acetic anhydride was used as a solvent instead of N,N-dimethylformamide.

  DOI：

  10.1055/s-0031-1290756