5-hydroxy-7-methoxy-2-(2-methoxy-phenyl)-chroman-4-one | 109248-43-3

• 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: 5-hydroxy-7-methoxy-2-(2-methoxy-phenyl)-chroman-4-one
• 英文别名: 5-Hydroxy-7-methoxy-2-(2-methoxy-phenyl)-chroman-4-on；5-Hydroxy-7-methoxy-2-(2-methoxyphenyl)-2,3-dihydrochromen-4-one；5-hydroxy-7-methoxy-2-(2-methoxyphenyl)-2,3-dihydrochromen-4-one
• CAS: 109248-43-3
• 化学式: C₁₇H₁₆O₅
• 分子量: 300.311
• InChiKey: PVGRYICVBXLJGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(2-methoxyphenyl)prop-2-en-1-one 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 以43%的产率得到5-hydroxy-7-methoxy-2-(2-methoxy-phenyl)-chroman-4-one
  参考文献：
  名称：

  Efficient One‐Pot Synthesis of Hydroxyflavanones by Cyclization andO‐Demethylation of Methoxychalcones

  摘要：

  An efficient one-pot method for the synthesis of hydroxyflavanones is described. Methoxychalcones are treated with 36% HBr to afford cyclization and regioselective O-demethylation products (2a-i) while cyclization and complete O-demethylation products (3a-e) are obtained in the presence of 45% HI.

  DOI：

  10.1080/00397910801991465

文献信息

• Aiyar et al., Proceedings - Indian Academy of Sciences, Section A, 1957, # 46, p. 238,241
  作者：Aiyar et al.

  DOI：——

  日期：——
• Shinoda; Sato, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1931, vol. 51, p. 576,577, 580; dtsch. Ref. S. 78, 80, 82
  作者：Shinoda、Sato

  DOI：——

  日期：——
• Narasimhachari et al., Proceedings - Indian Academy of Sciences, Section A, 1953, # 37, p. 620,626
  作者：Narasimhachari et al.

  DOI：——

  日期：——
• Efficient One‐Pot Synthesis of Hydroxyflavanones by Cyclization and<i>O</i>‐Demethylation of Methoxychalcones
  作者：Tao Liu、Huazhou Ying、Guan Lin、Yongzhou Hu

  DOI：10.1080/00397910801991465

  日期：2008.5

  An efficient one-pot method for the synthesis of hydroxyflavanones is described. Methoxychalcones are treated with 36% HBr to afford cyclization and regioselective O-demethylation products (2a-i) while cyclization and complete O-demethylation products (3a-e) are obtained in the presence of 45% HI.