8-hydroxynaringenin-7,4'-di-O-methyl ether | 109248-50-2

• 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: 8-hydroxynaringenin-7,4'-di-O-methyl ether
• 英文别名: 2,3-dihydro-5,8-dihydroxy-7-methoxy-2-(4-methoxyphenyl)-4-benzopyranone；5,8-dihydroxy-7-methoxy-2-(4-methoxy-phenyl)-chroman-4-one；5,8-Dihydroxy-7-methoxy-2-(4-methoxy-phenyl)-chroman-4-on；5,8-Dihydroxy-7-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one；5,8-dihydroxy-7-methoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
• CAS: 109248-50-2
• 化学式: C₁₇H₁₆O₆
• 分子量: 316.31
• InChiKey: CLCREMKVPZEHOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 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：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 8-hydroxynaringenin-7,4'-di-O-methyl ether 在 甲醇 、 乙醚 作用下， 生成 5-hydroxy-7,8,4’-trimethoxyflavanone
  参考文献：
  名称：

  Krishnamurti; Seshadri, Journal Of Scientific and Industrial Research, 1959, vol. 18 B, p. 151,154

  摘要：

  DOI：
• 作为产物：
  描述：

  柚皮素 在 二甲基二环氧乙烷 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 6.33h， 生成 8-hydroxynaringenin-7,4'-di-O-methyl ether
  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

文献信息

• Dass et al., Journal Of Scientific and Industrial Research, 1955, vol. 14 B, p. 335
  作者：Dass et al.

  DOI：——

  日期：——
• Tori, Motoo; Sono, Masakazu; Takikawa, Keiko, Journal of Chemical Research, Miniprint, 1999, # 8, p. 2001 - 2019
  作者：Tori, Motoo、Sono, Masakazu、Takikawa, Keiko、Matsuda, Reiko、Toyota, Masao、Cheminat, Annie、Asakawa, Yoshinori

  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.
• Krishnamurti; Seshadri, Journal Of Scientific and Industrial Research, 1959, vol. 18 B, p. 151,154
  作者：Krishnamurti、Seshadri

  DOI：——

  日期：——