4'-benzyloxy-3,7-dihydroxy-5-[((4-methylphenyl)sulfonyl)oxy]flavone | 943827-56-3

• 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: 4'-benzyloxy-3,7-dihydroxy-5-[((4-methylphenyl)sulfonyl)oxy]flavone
• 英文别名: [3,7-Dihydroxy-4-oxo-2-(4-phenylmethoxyphenyl)chromen-5-yl] 4-methylbenzenesulfonate
• CAS: 943827-56-3
• 化学式: C₂₉H₂₂O₈S
• 分子量: 530.555
• InChiKey: XBZQOPHOMHRBDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4'-benzyloxy-3,7-dihydroxy-5-[((4-methylphenyl)sulfonyl)oxy]flavone 在 palladium on activated charcoal 4 A molecular sieve 、 氢气 、 silver(l) oxide 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 51.5h， 生成 山奈苷
  参考文献：
  名称：

  Synthesis of Kaempferitrin

  摘要：

  A short synthesis of Kaempferitrin (1), a 3,7-diglycosylflavone, is reported. Key features include the synthesis of a protected form of kaempferol in which all four hydroxy groups are differentiated and the first bis-glycosylation of a dihydroxyflavone. This synthesis will allow the preparation of derivatives for further explorations into the origins of this compound's biological activity.

  DOI：

  10.1021/jo070502w
• 作为产物：
  描述：

  4'-苄氧基-5-羟基-3-甲氧基-7-(甲氧基甲氧基)黄酮 在 aluminum tri-bromide 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 5.0h， 生成 4'-benzyloxy-3,7-dihydroxy-5-[((4-methylphenyl)sulfonyl)oxy]flavone
  参考文献：
  名称：

  Synthesis of Kaempferitrin

  摘要：

  A short synthesis of Kaempferitrin (1), a 3,7-diglycosylflavone, is reported. Key features include the synthesis of a protected form of kaempferol in which all four hydroxy groups are differentiated and the first bis-glycosylation of a dihydroxyflavone. This synthesis will allow the preparation of derivatives for further explorations into the origins of this compound's biological activity.

  DOI：

  10.1021/jo070502w

文献信息

• Synthesis of Kaempferitrin
  作者：Sameer Urgaonkar、Jared T. Shaw

  DOI：10.1021/jo070502w

  日期：2007.6.1

  A short synthesis of Kaempferitrin (1), a 3,7-diglycosylflavone, is reported. Key features include the synthesis of a protected form of kaempferol in which all four hydroxy groups are differentiated and the first bis-glycosylation of a dihydroxyflavone. This synthesis will allow the preparation of derivatives for further explorations into the origins of this compound's biological activity.