3-[5'-methoxy-4'-methoxymethoxy-2'-(methoxymethoxymethyl)phenyl]-4-hydroxy-5,6,7-trimethoxychromen-2-one | 937168-12-2

• 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: 3-[5'-methoxy-4'-methoxymethoxy-2'-(methoxymethoxymethyl)phenyl]-4-hydroxy-5,6,7-trimethoxychromen-2-one
• 英文别名: 4-Hydroxy-5,6,7-trimethoxy-3-[5-methoxy-4-(methoxymethoxy)-2-(methoxymethoxymethyl)phenyl]chromen-2-one
• CAS: 937168-12-2
• 化学式: C₂₄H₂₈O₁₁
• 分子量: 492.48
• InChiKey: OCKBTFMZCJQXIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  35
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  3-[5'-methoxy-4'-methoxymethoxy-2'-(methoxymethoxymethyl)phenyl]-4-hydroxy-5,6,7-trimethoxychromen-2-one 在 盐酸 作用下， 以 丙酮 为溶剂， 以57%的产率得到4-hydroxy-3-[4'-hydroxy-2'-(hydroxymethyl)-5'-methoxyphenyl]-5,6,7-trimethoxychromen-2-one
  参考文献：
  名称：

  Cascade Synthesis of Polyoxygenated 6H,11H-[2]Benzopyrano-[4,3-c][1]benzopyran-11-ones

  摘要：

  2-(Methoxymethoxymethyl)aryllead triacetates, obtained in situ from the corresponding arylboronic acids, reacted with 4-hydroxycoumarins, leading to 3-(2-methoxymethoxymethyl)aryl-4-hydroxycoumarin derivatives in good to high yields. These compounds underwent a cascade sequence of reactions, deprotection-halogenation-annulation, to afford polyoxygenated tetracyclic 6H,11H-[2]benzopyrano-[4,3-c] [1]benzopyran-11-ones in good yields. Some compounds showed a moderate cytotoxicity against human epithelial mammary HBL100 cells.

  DOI：

  10.1021/jo062592v
• 作为产物：
  描述：

  2-溴-5-羟基-4-甲氧基苯甲醛 在 mercury(II) diacetate lead(IV) acetate 、 sodium tetrahydroborate 、 正丁基锂 、 水 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 氯仿 、 水 为溶剂， 反应 2.5h， 生成 3-[5'-methoxy-4'-methoxymethoxy-2'-(methoxymethoxymethyl)phenyl]-4-hydroxy-5,6,7-trimethoxychromen-2-one
  参考文献：
  名称：

  Cascade Synthesis of Polyoxygenated 6H,11H-[2]Benzopyrano-[4,3-c][1]benzopyran-11-ones

  摘要：

  2-(Methoxymethoxymethyl)aryllead triacetates, obtained in situ from the corresponding arylboronic acids, reacted with 4-hydroxycoumarins, leading to 3-(2-methoxymethoxymethyl)aryl-4-hydroxycoumarin derivatives in good to high yields. These compounds underwent a cascade sequence of reactions, deprotection-halogenation-annulation, to afford polyoxygenated tetracyclic 6H,11H-[2]benzopyrano-[4,3-c] [1]benzopyran-11-ones in good yields. Some compounds showed a moderate cytotoxicity against human epithelial mammary HBL100 cells.

  DOI：

  10.1021/jo062592v

文献信息

• Cascade Synthesis of Polyoxygenated 6<i>H,</i>11<i>H</i>-[2]Benzopyrano-[4,3-<i>c</i>][1]benzopyran-11-ones
  作者：Mikael I. Naumov、Sergey A. Sutirin、Andrey S. Shavyrin、Olga G. Ganina、Irina P. Beletskaya、Véronique Bourgarel-Rey、Sébastien Combes、Jean-Pierre Finet、Alexey Yu. Fedorov

  DOI：10.1021/jo062592v

  日期：2007.4.1

  2-(Methoxymethoxymethyl)aryllead triacetates, obtained in situ from the corresponding arylboronic acids, reacted with 4-hydroxycoumarins, leading to 3-(2-methoxymethoxymethyl)aryl-4-hydroxycoumarin derivatives in good to high yields. These compounds underwent a cascade sequence of reactions, deprotection-halogenation-annulation, to afford polyoxygenated tetracyclic 6H,11H-[2]benzopyrano-[4,3-c] [1]benzopyran-11-ones in good yields. Some compounds showed a moderate cytotoxicity against human epithelial mammary HBL100 cells.