[8-Acetyloxy-2-oxo-3-(3,4,5-trimethoxyphenyl)chromen-7-yl] acetate | 1369266-81-8

• 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-Acetyloxy-2-oxo-3-(3,4,5-trimethoxyphenyl)chromen-7-yl] acetate
• 英文别名: [8-acetyloxy-2-oxo-3-(3,4,5-trimethoxyphenyl)chromen-7-yl] acetate
• CAS: 1369266-81-8
• 化学式: C₂₂H₂₀O₉
• 分子量: 428.395
• InChiKey: GPZGCSXSRJXERR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [8-Acetyloxy-2-oxo-3-(3,4,5-trimethoxyphenyl)chromen-7-yl] acetate 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以85%的产率得到7,8-dihydroxy-3-(3',4',5'-trimethoxyphenyl)-2H-chromen-2-one
  参考文献：
  名称：

  Hydroxyl Substitutional Effect on Selective Synthesis of cis, trans Stilbenes and 3-Arylcoumarins Through Perkin Condensation

  摘要：

  The substitutional effect in the selective synthesis of cis, trans stilbenes and 3-arylcoumarins has been described. The regio- and geometrical selectivity for synthesis of stilbene derivatives under the Perkin strategy strongly depends on the presence or absence of hydroxyl group as well as their positions in the phenyl ring. As a result, practical synthetic strategies were established for preparing various natural stilbenes including combretastatin A-4, pterostilbene, and resveratrol with satisfactory yields (49.2-63.7%).

  DOI：

  10.1080/00397911.2010.538889
• 作为产物：
  描述：

  2,3,4-三羟基苯甲醛 、 3,4,5-三甲氧基苯乙酸 、 乙酸酐 在 三乙胺 作用下， 反应 8.0h， 以90%的产率得到[8-Acetyloxy-2-oxo-3-(3,4,5-trimethoxyphenyl)chromen-7-yl] acetate
  参考文献：
  名称：

  Hydroxyl Substitutional Effect on Selective Synthesis of cis, trans Stilbenes and 3-Arylcoumarins Through Perkin Condensation

  摘要：

  The substitutional effect in the selective synthesis of cis, trans stilbenes and 3-arylcoumarins has been described. The regio- and geometrical selectivity for synthesis of stilbene derivatives under the Perkin strategy strongly depends on the presence or absence of hydroxyl group as well as their positions in the phenyl ring. As a result, practical synthetic strategies were established for preparing various natural stilbenes including combretastatin A-4, pterostilbene, and resveratrol with satisfactory yields (49.2-63.7%).

  DOI：

  10.1080/00397911.2010.538889

文献信息

• Hydroxyl Substitutional Effect on Selective Synthesis of <i>cis, trans</i> Stilbenes and 3-Arylcoumarins Through Perkin Condensation
  作者：Chun-Fen Xiao、Yong Zou、Jian-Li Du、Hong-Yi Sun、Xian-Ke Liu

  DOI：10.1080/00397911.2010.538889

  日期：2012.5.1

  The substitutional effect in the selective synthesis of cis, trans stilbenes and 3-arylcoumarins has been described. The regio- and geometrical selectivity for synthesis of stilbene derivatives under the Perkin strategy strongly depends on the presence or absence of hydroxyl group as well as their positions in the phenyl ring. As a result, practical synthetic strategies were established for preparing various natural stilbenes including combretastatin A-4, pterostilbene, and resveratrol with satisfactory yields (49.2-63.7%).