1,1,1-trifluoro-3-phenyl-3-(phenylthio)propan-2-ol

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,1,1-trifluoro-3-phenyl-3-(phenylthio)propan-2-ol
• 英文别名: 1,1,1-Trifluoro-3-phenyl-3-phenylsulfanylpropan-2-ol
• 化学式: C₁₅H₁₃F₃OS
• 分子量: 298.329
• InChiKey: MYKQKGDWURBLNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 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：
  45.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,1,1-Trifluoro-3-methoxy-3-phenylthiopropan-2-ol 、 苯 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 以60%的产率得到1,1,1-trifluoro-3-phenyl-3-(phenylthio)propan-2-ol
  参考文献：
  名称：

  氟离子介导的 β、β、β-三氟乳酸醛等效物和含 CF3 的 1,3-氧硫杂环戊烷的电化学合成

  摘要：

  Fluoride ion-mediated anodic methoxylation of 1,1,1-trifluoropropyl-3-(phenylthio)propan-2-ol was successfully carried out to provide the corresponding alpha-methoxylated product, beta,beta,beta-trifluorolactic aldehyde equivalent, which was demonstrated to be a useful CF3-containing building block for diastereoselective carbon-carbon bond formation. The fluoride ion-mediatory system was also successfully applied to anodic intramolecular alkoxylation of 1-(benzylthio)-3,3,3-trifluoro-propan-2-ol and its derivatives to afford the corresponding CF3-containing 1,3-oxathiolanes as a stereoisomeric mixture in good yields. This is the first successful example of anodic intramolecular alkoxylation of saturated organo sulfur compounds. (C) 2018 The Electrochemical Society.

  DOI：

  10.1149/2.0141816jes

文献信息

• Fluoride Ion-Mediated Electrochemical Synthesis of β, β, β-Trifluorolactic Aldehyde Equivalent and CF₃-Containing 1,3-Oxathiolanes
  作者：Masaru Sano、Shinsuke Inagi、Toshio Fuchigami

  DOI：10.1149/2.0141816jes

  日期：——

  Fluoride ion-mediated anodic methoxylation of 1,1,1-trifluoropropyl-3-(phenylthio)propan-2-ol was successfully carried out to provide the corresponding alpha-methoxylated product, beta,beta,beta-trifluorolactic aldehyde equivalent, which was demonstrated to be a useful CF3-containing building block for diastereoselective carbon-carbon bond formation. The fluoride ion-mediatory system was also successfully applied to anodic intramolecular alkoxylation of 1-(benzylthio)-3,3,3-trifluoro-propan-2-ol and its derivatives to afford the corresponding CF3-containing 1,3-oxathiolanes as a stereoisomeric mixture in good yields. This is the first successful example of anodic intramolecular alkoxylation of saturated organo sulfur compounds. (C) 2018 The Electrochemical Society.