(2S,R_S)-2-<<(4-methylphenyl)sulphinyl>methyl>-2-(trifluoromethyl)oxirane | 167010-80-2

• 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,R_S)-2-<<(4-methylphenyl)sulphinyl>methyl>-2-(trifluoromethyl)oxirane
• 英文别名: (2S)-2-[[(R)-(4-methylphenyl)sulfinyl]methyl]-2-(trifluoromethyl)oxirane
• CAS: 167010-80-2
• 化学式: C₁₁H₁₁F₃O₂S
• 分子量: 264.268
• InChiKey: IURZMGNSMVZRJC-BMLIUANNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  48.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,R_S)-2-<<(4-methylphenyl)sulphinyl>methyl>-2-(trifluoromethyl)oxirane 在 lithium chloride 、 copper dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 40.0h， 以95%的产率得到(2S,R_S)-1-chloro-2-<<(4-methylphenyl)sulphinyl>methyl>-3,3,3-trifluoropropan-2-ol
  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 、 1,1,1-trifluoro-3-[(R)-(4-methylphenyl)sulfinyl]propane-2,2-diol 以 乙醚 为溶剂， 反应 3.0h， 以51%的产率得到(2S,R_S)-2-<<(4-methylphenyl)sulphinyl>methyl>-2-(trifluoromethyl)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

文献信息

• New fluorinated chiral synthons
  作者：Pierfrancesco Bravo、Alessandra Farina、Massimo Frigerio、Stefano Valdo Meille、Fiorenza Viani、Vadim Soloshonok

  DOI：10.1016/0957-4166(94)80049-9

  日期：1994.6

  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