(2S,RS)-2-<<(4-methylphenyl)sulphinyl>methyl>-2-(pentafluoroethyl)oxirane | 167010-82-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,RS)-2-<<(4-methylphenyl)sulphinyl>methyl>-2-(pentafluoroethyl)oxirane
• 英文别名: (2S,R_S)-2-<<(4-methylphenyl)sulphinyl>methyl>-2-(pentafluoroethyl)oxirane
• CAS: 167010-82-4
• 化学式: C₁₂H₁₁F₅O₂S
• 分子量: 314.276
• InChiKey: XVYQRNVFVSBIGU-CFMSYZGJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.6
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2S,RS)-2-<<(4-methylphenyl)sulphinyl>methyl>-2-(pentafluoroethyl)oxirane 在 2,4,6-三甲基吡啶 、 sodium tetrahydroborate 、 sodium hydride 、 mercury dichloride 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 0.83h， 生成 (2S)-2-(benzyloxymethyl)-2-(pentafluoroethyl)oxirane
  参考文献：
  名称：

  New fluorinated chiral synthons

  摘要：

  The syntheses of new optically pure poly-halo and poly-fluoro oxiranes 5b-e by addition of diazomethane on the corresponding beta-keto-gamma-fluorosubstituted sulphoxide intermediates, both in keto 3, hydrate 4 or in keto/ hydrate form are described. Syntheses of sulphur-free fluorinated oxiranes 18b-e, beta-hydroxy-beta-trifluoromethyl amine 21d, alpha-hydroxy-alpha-trifluoromethyl-beta-amino acid 24d, alpha-trifluoromethyl-alpha,beta-dihydroxy acid 25d and beta,gamma-dihpdroxy-beta-trifluoro- and -chlorodifluoromethyl amines 26c and 26d are shown as examples of their chemical versatility

  DOI：

  10.1016/0957-4166(94)80049-9
• 作为产物：
  描述：

  重氮甲烷 、 五氟丙酸乙酯 、 (R)-(+)-甲基对甲苯砜 在 lithium diisopropyl amide 作用下， 生成 (R_S)-(Z)-3,3-difluoro-1-<(4-methylphenyl)sulphinyl>-2-methoxy-4,4,4-trifluorobutene 、 (2S,RS)-2-<<(4-methylphenyl)sulphinyl>methyl>-2-(pentafluoroethyl)oxirane 、 (2R,R_S)-3,3-difluoro-2-<<(4-methylphenyl)sulphinyl>methyl>-4,4,4-trifluorobutan-1,2-diol 、 (SR,R_S)-3,3-difluoro-2-<<(4-methylphenyl)sulphinyl>methyl>-4,4,4-trifluorobutan-1,2-diol
  参考文献：
  名称：

  New fluorinated chiral synthons

  摘要：

  The syntheses of new optically pure poly-halo and poly-fluoro oxiranes 5b-e by addition of diazomethane on the corresponding beta-keto-gamma-fluorosubstituted sulphoxide intermediates, both in keto 3, hydrate 4 or in keto/ hydrate form are described. Syntheses of sulphur-free fluorinated oxiranes 18b-e, beta-hydroxy-beta-trifluoromethyl amine 21d, alpha-hydroxy-alpha-trifluoromethyl-beta-amino acid 24d, alpha-trifluoromethyl-alpha,beta-dihydroxy acid 25d and beta,gamma-dihpdroxy-beta-trifluoro- and -chlorodifluoromethyl amines 26c and 26d are shown as examples of their chemical versatility

  DOI：

  10.1016/0957-4166(94)80049-9