3-(4-methylthiophenyl)-2,5-dimethoxyl-6-(4-methoxyphenyl)-1,4-benzoquinone | 1110631-83-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4-methylthiophenyl)-2,5-dimethoxyl-6-(4-methoxyphenyl)-1,4-benzoquinone
• 英文别名: 2,5-Dimethoxy-3-(4-methoxyphenyl)-6-(4-methylsulfanylphenyl)cyclohexa-2,5-diene-1,4-dione；2,5-dimethoxy-3-(4-methoxyphenyl)-6-(4-methylsulfanylphenyl)cyclohexa-2,5-diene-1,4-dione
• CAS: 1110631-83-8
• 化学式: C₂₂H₂₀O₅S
• 分子量: 396.464
• InChiKey: XZQPJSRNYBHHRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  87.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-bromo-3,6-dimethoxy-5-(4-methoxyphenyl)-1,4-benzoquinone 、 4-甲硫基苯硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 cesium fluoride 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以96%的产率得到3-(4-methylthiophenyl)-2,5-dimethoxyl-6-(4-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.