(2S,3S,4R)-4-diphenylphosphinoyl-5-methyl-2-(phenylsulfanyl)hexane-1,3-diol

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2S,3S,4R)-4-diphenylphosphinoyl-5-methyl-2-(phenylsulfanyl)hexane-1,3-diol
• 英文别名: (2S,3R,4R)-4-diphenylphosphoryl-5-methyl-2-phenylsulfanylhexane-1,3-diol
• 化学式: C₂₅H₂₉O₃PS
• 分子量: 440.543
• InChiKey: SNIYGKOXJVFHIU-CCDWMCETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  82.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  sodium thiophenolate 、 (2R,3S,4R)-4-diphenylphosphinoyl-2,3-epoxynonan-1-ol 在 苯硫酚 作用下， 以 乙醇 为溶剂， 以18%的产率得到(2S,3S,4R)-4-diphenylphosphinoyl-5-methyl-2-(phenylsulfanyl)hexane-1,3-diol
  参考文献：
  名称：

  Control over absolute (R,S), relative (syn,anti) and geometrical (E,Z) stereochemistry in the synthesis of allylically substituted alkenes from diphenylphosphinoyl epoxy alcohols

  摘要：

  Regioselective ring-openings of epoxy alcohols bearing a diphenylphosphinoyl (Ph(2)PO) group give diols which can undergo stereospecific Horner-Wittig elimination. This method was used to make allylic alcohols, unsaturated beta-hydroxy sulfides, homoallylic alcohols and unsaturated amino acids, with control over their absolute (R,S), relative (syn,anti) and geometrical(E,Z) stereochemistry.

  DOI：

  10.1039/p19950001913

文献信息

• Control over absolute (R,S), relative (syn,anti) and geometrical (E,Z) stereochemistry in the synthesis of allylically substituted alkenes from diphenylphosphinoyl epoxy alcohols
  作者：Jonathan Clayden、Andrew B. McElroy、Stuart Warren

  DOI：10.1039/p19950001913

  日期：——

  Regioselective ring-openings of epoxy alcohols bearing a diphenylphosphinoyl (Ph(2)PO) group give diols which can undergo stereospecific Horner-Wittig elimination. This method was used to make allylic alcohols, unsaturated beta-hydroxy sulfides, homoallylic alcohols and unsaturated amino acids, with control over their absolute (R,S), relative (syn,anti) and geometrical(E,Z) stereochemistry.