2-(benzo[d][1,3]dioxol-5-yl)-5,7-bis(benzyloxy)-8-(4-methoxyphenyl)-4H-chromen-4-one | 1186503-09-2

• 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-(benzo[d][1,3]dioxol-5-yl)-5,7-bis(benzyloxy)-8-(4-methoxyphenyl)-4H-chromen-4-one
• 英文别名: 2-(1,3-Benzodioxol-5-yl)-8-(4-methoxyphenyl)-5,7-bis(phenylmethoxy)chromen-4-one
• CAS: 1186503-09-2
• 化学式: C₃₇H₂₈O₇
• 分子量: 584.625
• InChiKey: ZNZQFZGPMZBTPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(benzo[d][1,3]dioxol-5-yl)-5,7-bis(benzyloxy)-8-(4-methoxyphenyl)-4H-chromen-4-one 在 三溴化硼 、 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以94%的产率得到5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-8-(4-hydroxyphenyl)-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis of a Range of Polyhydroxy 8-Aryl Flavones

  摘要：

  The 8-iodo flavones formed by cyclization of benzyl-protected chalcones with iodine in dimethyl sulfoxide have been transformed by a Suzuki coupling reaction into a variety of 8-aryl derivatives. Deprotection with boron tribromide has generated a family of new 8-aryl flavones containing four to eight hydroxyl groups.

  DOI：

  10.1080/00397910802710682
• 作为产物：
  描述：

  2-(benzo[d][1,3]dioxol-5-yl)-5,7-bis(benzyloxy)-8-iodo-4H-chromen-4-one 、 4-甲氧基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 5.33h， 以80%的产率得到2-(benzo[d][1,3]dioxol-5-yl)-5,7-bis(benzyloxy)-8-(4-methoxyphenyl)-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis of a Range of Polyhydroxy 8-Aryl Flavones

  摘要：

  The 8-iodo flavones formed by cyclization of benzyl-protected chalcones with iodine in dimethyl sulfoxide have been transformed by a Suzuki coupling reaction into a variety of 8-aryl derivatives. Deprotection with boron tribromide has generated a family of new 8-aryl flavones containing four to eight hydroxyl groups.

  DOI：

  10.1080/00397910802710682

文献信息

• Synthesis of a Range of Polyhydroxy 8-Aryl Flavones
  作者：Lesley Larsen、Dong Hee Yoon、Rex T. Weavers

  DOI：10.1080/00397910802710682

  日期：2009.7.21

  The 8-iodo flavones formed by cyclization of benzyl-protected chalcones with iodine in dimethyl sulfoxide have been transformed by a Suzuki coupling reaction into a variety of 8-aryl derivatives. Deprotection with boron tribromide has generated a family of new 8-aryl flavones containing four to eight hydroxyl groups.