1-(2,5-dihydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propenone | 93993-77-2

• 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: 1-(2,5-dihydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propenone
• 英文别名: 3'.6'-dihydroxy-4.2'.4'-trimethoxy-trans-chalcone；3'.6'-Dihydroxy-4.2'.4'-trimethoxy-trans-chalkon；3',6'-Dihydroxy-2',4,4'-trimethoxy-chalcone；(E)-1-(3,6-dihydroxy-2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• CAS: 93993-77-2
• 化学式: C₁₈H₁₈O₆
• 分子量: 330.337
• InChiKey: JWFZPJWPSOPULW-RMKNXTFCSA-N

物化性质

• 熔点：
  128-130 °C(Solv: hexane (110-54-3))
• 沸点：
  583.0±50.0 °C(Predicted)
• 密度：
  1.276±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2,5-dihydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propenone 在 吡啶 、 碘 、 三溴化硼 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 8.5h， 生成 三裂尾草素
  参考文献：
  名称：

  Regioselective hydroxylation of 2-hydroxychalcones by dimethyldioxirane towards polymethoxylated flavonoids

  摘要：

  The flavone nucleus is part of a large number of natural products and medicinal compounds. In this presentation the novel regioselective hydroxylation of hydroxyarenes with DMD is described. The results showed further that flavonoids with 5-hydroxy group were selectively oxyfunctionalized at the para-position C8 carbon atom by DMD. Finally, according to this methodology, the naturally occurring isosinensetin, tangeretin, sinensetin, nobiletin, natsudaidain, gardenin B, 3,3',4',5,6,7,8-heptamethoxyflavone, quercetin and its derivatives were synthesized. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.01.023
• 作为产物：
  描述：

  (E)-1-(2-羟基-4,6-二甲氧基苯基)-3-(4-甲氧基苯基)-2-丙烯-1-酮 在 sodium hydroxide 、 dipotassium peroxodisulfate 作用下， 生成 1-(2,5-dihydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propenone
  参考文献：
  名称：

  Narasimhachari; Sastri; Seshadri, Proceedings - Indian Academy of Sciences, Section A, 1949, vol. 29, p. 404,410

  摘要：

  DOI：

文献信息

• Narasimhachari; Sastri; Seshadri, Proceedings - Indian Academy of Sciences, Section A, 1949, vol. 29, p. 404,410
  作者：Narasimhachari、Sastri、Seshadri

  DOI：——

  日期：——
• Regioselective hydroxylation of 2-hydroxychalcones by dimethyldioxirane towards polymethoxylated flavonoids
  作者：Han-Wei Chu、Huan-Ting Wu、Yean-Jang Lee

  DOI：10.1016/j.tet.2004.01.023

  日期：2004.3

  The flavone nucleus is part of a large number of natural products and medicinal compounds. In this presentation the novel regioselective hydroxylation of hydroxyarenes with DMD is described. The results showed further that flavonoids with 5-hydroxy group were selectively oxyfunctionalized at the para-position C8 carbon atom by DMD. Finally, according to this methodology, the naturally occurring isosinensetin, tangeretin, sinensetin, nobiletin, natsudaidain, gardenin B, 3,3',4',5,6,7,8-heptamethoxyflavone, quercetin and its derivatives were synthesized. (C) 2004 Elsevier Ltd. All rights reserved.