3-methyl-5,7,4′-trimethoxyflavone | 22395-14-8

• 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: 3-methyl-5,7,4′-trimethoxyflavone
• 英文别名: 3-methyl-5,7,4'-trimethoxyflavone；5,7,4'-trimethoxy-3-methylflavone；5,7-dimethoxy-2-(4-methoxy-phenyl)-3-methyl-chromen-4-one；5,7,4'-Trimethoxy-3-methyl-flavon；5,7-Dimethoxy-2-(4-methoxyphenyl)-3-methylchromen-4-one
• CAS: 22395-14-8
• 化学式: C₁₉H₁₈O₅
• 分子量: 326.349
• InChiKey: RNNNXBPSYTVIIS-UHFFFAOYSA-N

物化性质

• 沸点：
  510.8±50.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(2-hydroxy-4,6-dimethoxyphenyl)propan-1-one 、 对甲氧基苯甲酰氯 在 lithium hexamethyldisilazane 、 盐酸 作用下， 以 甲苯 为溶剂， 反应 37.5h， 以31%的产率得到3-methyl-5,7,4′-trimethoxyflavone
  参考文献：
  名称：

  One-Pot Synthesis of 3-Methylflavones and Their Transformation into (E)-3-Styrylflavones via Wittig Reactions

  摘要：

  An efficient one-pot synthesis of 3-methylflavone derivatives is established. Furthermore, their transformation into phosphorus ylides, which are then used in the diastereoselective synthesis of (E)-styrylflavones through Wittig reactions, is also studied.

  DOI：

  10.1055/s-0033-1340013

文献信息

• Formation of the unexpected 3-alkylated flavonoids in the alkylation of B-ring substituted 5,7-dihydroxy flavones
  作者：Cai-Ling Wang、Xing Zheng、Wei-Dong Meng、Hong-Qi Li、Feng-Ling Qing

  DOI：10.1016/j.tetlet.2005.05.144

  日期：2005.8

  Treatment of B-ring substituted 5,7-dihydroxy flavones with alkyl halides in the presence of potassium carbonate gave unexpected 3-alkylated flavonoids. Related experiments were carried out to explain the formation of 3-alkylated flavonoids and a ring opening followed by alkylation and ring closure mechanism was proposed. (c) 2005 Elsevier Ltd. All rights reserved.
• Jain, A. C.; Sharma, Anita; Srivastava, Rene, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 11, p. 1119 - 1121
  作者：Jain, A. C.、Sharma, Anita、Srivastava, Rene

  DOI：——

  日期：——
• JAIN, A. C.;SHARMA, ANITA;SRIVASTAVA, RENE, INDIAN J. CHEM., 1983, 22, N 11, 1119-1121
  作者：JAIN, A. C.、SHARMA, ANITA、SRIVASTAVA, RENE

  DOI：——

  日期：——