3-benzyloxy-5-bromo-2-methyl-4H-pyran-4-one | 152805-04-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3-benzyloxy-5-bromo-2-methyl-4H-pyran-4-one
• 英文别名: 5-Bromo-2-methyl-3-phenylmethoxypyran-4-one
• CAS: 152805-04-4
• 化学式: C₁₃H₁₁BrO₃
• 分子量: 295.133
• InChiKey: WVVYHBKMNVUKDC-UHFFFAOYSA-N

物化性质

• 沸点：
  439.5±45.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-benzyloxy-5-bromo-2-methyl-4H-pyran-4-one 在 盐酸 、 四(三苯基膦)钯 、 双氧水 、 sodium carbonate 作用下， 以 溶剂黄146 为溶剂， 反应 7.5h， 生成
  参考文献：
  名称：

  Synthesis of 5-Aryl-3-hydroxy-4H-pyran-4-ones

  摘要：

  The palladium-catalyzed coupling reaction of 3-benzyl-oxy-5-bromo-2-methyl-4H-pyran-4-one (2b) with phenylboronic acid afforded efficiently 3-benzyloxy-2-methyl-5-phenyl-4H-pyran-4-one (3b-1), and the benzyloxy group of the resultant product was cleaved by hydrolysis with conc. hydrochloric acid in acetic acid to give 5-phenyl-3-hydroxy-2-methyl-4H-pyran-4-one (4b-1) in high yield. This method was applicable as a general method for synthesizing 5-aryl-3-hydroxy-4H-pyran-4-ones (4) from the 5-bromo-4H-pyran-4-ones(1).

  DOI：

  10.3987/com-93-6364
• 作为产物：
  描述：

  5-溴-3-羟基-2-甲基吡喃-4-酮 、 氯化苄 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以86%的产率得到3-benzyloxy-5-bromo-2-methyl-4H-pyran-4-one
  参考文献：
  名称：

  Synthesis of 5-Aryl-3-hydroxy-4H-pyran-4-ones

  摘要：

  The palladium-catalyzed coupling reaction of 3-benzyl-oxy-5-bromo-2-methyl-4H-pyran-4-one (2b) with phenylboronic acid afforded efficiently 3-benzyloxy-2-methyl-5-phenyl-4H-pyran-4-one (3b-1), and the benzyloxy group of the resultant product was cleaved by hydrolysis with conc. hydrochloric acid in acetic acid to give 5-phenyl-3-hydroxy-2-methyl-4H-pyran-4-one (4b-1) in high yield. This method was applicable as a general method for synthesizing 5-aryl-3-hydroxy-4H-pyran-4-ones (4) from the 5-bromo-4H-pyran-4-ones(1).

  DOI：

  10.3987/com-93-6364

文献信息

• ANTIVIRAL AGENT
  申请人：SHIONOGI & CO., LTD.

  公开号：US20150202208A1

  公开（公告）日：2015-07-23

  The present invention provides an integrase inhibitor. The inventors have found the following compound of formula (I) possessing an integrase inhibitory activity. (wherein, R C and R D taken together with the neighboring carbon atoms form a ring which may be a condensed ring, Y is hydroxyl, mercapto or amino; Z is O, S or NH; R A is a group shown by (wherein, C ring is N-containing aromatic heterocycle) or the like).

  本发明提供了一种整合酶抑制剂。发明人发现以下式(I)的化合物具有整合酶抑制活性。（其中，RC和RD与相邻的碳原子一起形成一个环，该环可以是一个缩合环，Y是羟基，巯基或氨基; Z是O，S或NH; RA是由（其中，C环是含N的芳香杂环）或类似物所示的基团）。
• US9572813B2
  申请人：——

  公开号：US9572813B2

  公开（公告）日：2017-02-21