2-bromo-3,6-dimethoxy-5-(3-methoxyphenyl)-1,4-benzoquinone | 1110631-69-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-bromo-3,6-dimethoxy-5-(3-methoxyphenyl)-1,4-benzoquinone
• 英文别名: 2-Bromo-3,6-dimethoxy-5-(3-methoxyphenyl)cyclohexa-2,5-diene-1,4-dione；2-bromo-3,6-dimethoxy-5-(3-methoxyphenyl)cyclohexa-2,5-diene-1,4-dione
• CAS: 1110631-69-0
• 化学式: C₁₅H₁₃BrO₅
• 分子量: 353.169
• InChiKey: LPCWVTCFGNBYLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,5-dibromo-3,6-dimethoxy-1,4-benzoquinone 、 3-甲氧基苯硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以82%的产率得到2-bromo-3,6-dimethoxy-5-(3-methoxyphenyl)-1,4-benzoquinone
  参考文献：
  名称：

  An Approach to 3,6-Disubstituted 2,5-Dioxybenzoquinones via Two Sequential Suzuki Couplings. Three-Step Synthesis of Leucomelone

  摘要：

  Two sequential Suzuki coupling reactions have been developed for efficient synthesis of synthetically and biologically important 3,6-disubstituted 2,5-dioxybenzoquinone architectures in a highly chemoselective controlled manner. The method serves as a key step in the total synthesis of leucomelone in three steps and in 61% overall yield.

  DOI：

  10.1021/ol802645f

文献信息

• An Approach to 3,6-Disubstituted 2,5-Dioxybenzoquinones via Two Sequential Suzuki Couplings. Three-Step Synthesis of Leucomelone
  作者：Xianwen Gan、Wei Jiang、Wei Wang、Lihong Hu

  DOI：10.1021/ol802645f

  日期：2009.2.5

  Two sequential Suzuki coupling reactions have been developed for efficient synthesis of synthetically and biologically important 3,6-disubstituted 2,5-dioxybenzoquinone architectures in a highly chemoselective controlled manner. The method serves as a key step in the total synthesis of leucomelone in three steps and in 61% overall yield.