methyl 3-(2,4,6-trimethoxyphenylthio)propanoate | 1242674-00-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 3-(2,4,6-trimethoxyphenylthio)propanoate
• 英文别名: Methyl 3-(2,4,6-trimethoxyphenyl)sulfanylpropanoate
• CAS: 1242674-00-5
• 化学式: C₁₃H₁₈O₅S
• 分子量: 286.349
• InChiKey: SYQOTQZDXVBRJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  79.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,3,5-三甲氧基苯 、 3,3'-二硫代二丙酸二甲酯 在 ferric(III) bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以53%的产率得到methyl 3-(2,4,6-trimethoxyphenylthio)propanoate
  参考文献：
  名称：

  Iron-Catalyzed Direct C-H Thiolation of Trimethoxybenzene with Disulfides

  摘要：

  An iron-catalyzed thiolation access to sulfides from disulfides via arene C-H bond cleavage of trimethoxybenzene is described. The procedure tolerates methoxyl, fluoro, chloro, bromo, nitro, and heterocyclic groups, using air as the clean and terminal oxidant.

  DOI：

  10.1080/00397911.2011.569867

文献信息

• Copper-Catalyzed Thiolation of the Di- or Trimethoxybenzene Arene C−H Bond with Disulfides
  作者：Shouhui Zhang、Pengcheng Qian、Manli Zhang、Maolin Hu、Jiang Cheng

  DOI：10.1021/jo1014849

  日期：2010.10.1

  A CuI-catalyzed direct access to sulfides from disulfides via C-H bond cleavage of di- or trimethoxybenzene is described. The procedure utilizes O-2 as a clean and cheap oxidant. Direct selenation of the C-H bond also took place under this procedure. Furthermore, the system enables the use of two RS in (RS)(2). Thus, it represents an atom-economical procedure for the synthesis of sulfides and selenides.
• Iron-Catalyzed Direct C-H Thiolation of Trimethoxybenzene with Disulfides
  作者：Manli Zhang、Shouhui Zhang、Changduo Pan、Fan Chen

  DOI：10.1080/00397911.2011.569867

  日期：2012.10

  An iron-catalyzed thiolation access to sulfides from disulfides via arene C-H bond cleavage of trimethoxybenzene is described. The procedure tolerates methoxyl, fluoro, chloro, bromo, nitro, and heterocyclic groups, using air as the clean and terminal oxidant.