8-allyloxy-4',7-dihydroxyisoflavone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 8-allyloxy-4',7-dihydroxyisoflavone
• 英文别名: 7-Hydroxy-3-(4-hydroxyphenyl)-8-prop-2-enoxychromen-4-one
• 化学式: C₁₈H₁₄O₅
• 分子量: 310.306
• InChiKey: AKMXWYIRIVNGCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 8-allyloxy-4',7-dihydroxyisoflavone 在 吡啶 作用下， 生成 4',7-diacetoxy-8-allyloxyisoflavone
  参考文献：
  名称：

  Synthesis of 4′,8-dihydroxyisoflavon-7-yl α-d-arabinofuranoside

  摘要：

  4',8-Dihydroxyisoflavon-7-yl alpha-D-arabinofuranoside 1 (A-76202), which is a strong alpha-glucosidase I and II inhibitor, was synthesized by the glycosylation of 2,3,5-tri-O-benzyl-alpha-D-arabinofuranosyl bromide 2 and the lithium salt of 4',8-diallyloxy-7-hydroxyisoflavone 4, and successive deprotection of allyl groups and benzoyl esters of the glycosylated product 5. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00135-4
• 作为产物：
  描述：

  7,8-二羟基-3-(4-羟基苯基)苯并吡喃-4-酮 、 3-溴丙烯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以35%的产率得到8-allyloxy-4',7-dihydroxyisoflavone
  参考文献：
  名称：

  Synthesis of 4′,8-dihydroxyisoflavon-7-yl α-d-arabinofuranoside

  摘要：

  4',8-Dihydroxyisoflavon-7-yl alpha-D-arabinofuranoside 1 (A-76202), which is a strong alpha-glucosidase I and II inhibitor, was synthesized by the glycosylation of 2,3,5-tri-O-benzyl-alpha-D-arabinofuranosyl bromide 2 and the lithium salt of 4',8-diallyloxy-7-hydroxyisoflavone 4, and successive deprotection of allyl groups and benzoyl esters of the glycosylated product 5. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00135-4

文献信息

• Synthesis of 4′,8-dihydroxyisoflavon-7-yl α-d-arabinofuranoside
  作者：Masao Shiozaki

  DOI：10.1016/s0957-4166(99)00135-4

  日期：1999.4

  4',8-Dihydroxyisoflavon-7-yl alpha-D-arabinofuranoside 1 (A-76202), which is a strong alpha-glucosidase I and II inhibitor, was synthesized by the glycosylation of 2,3,5-tri-O-benzyl-alpha-D-arabinofuranosyl bromide 2 and the lithium salt of 4',8-diallyloxy-7-hydroxyisoflavone 4, and successive deprotection of allyl groups and benzoyl esters of the glycosylated product 5. (C) 1999 Elsevier Science Ltd. All rights reserved.