(E)-1-(3-benzyl-4,6-bis(benzyloxy)-2-hydroxyphenyl)-3-(benzo[d][1,3]dioxol-5-yl) prop-2-en-1-one | 1186528-42-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-1-(3-benzyl-4,6-bis(benzyloxy)-2-hydroxyphenyl)-3-(benzo[d][1,3]dioxol-5-yl) prop-2-en-1-one
• 英文别名: (E)-3-(1,3-benzodioxol-5-yl)-1-[3-benzyl-2-hydroxy-4,6-bis(phenylmethoxy)phenyl]prop-2-en-1-one
• CAS: 1186528-42-6
• 化学式: C₃₇H₃₀O₆
• 分子量: 570.642
• InChiKey: DAPUQUBTGFLQCP-FBMGVBCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  43
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-1-(3-benzyl-4,6-bis(benzyloxy)-2-hydroxyphenyl)-3-(benzo[d][1,3]dioxol-5-yl) prop-2-en-1-one 在 碘 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以86%的产率得到2-(benzo[d][1,3]dioxol-5-yl)-8-benzyl-5,7-bis(benzyloxy)-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：

  胡椒醛 、 3-benzyl-4,6-bis(benzyloxy)-2-hydroxyacetophenone 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 24.0h， 以88%的产率得到(E)-1-(3-benzyl-4,6-bis(benzyloxy)-2-hydroxyphenyl)-3-(benzo[d][1,3]dioxol-5-yl) prop-2-en-1-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.