N-[2-[tert-butyl(dimethyl)silyl]oxy-2-phenylethyl]-1,1,1-trifluoromethanesulfonamide | 1227829-79-9

• 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: N-[2-[tert-butyl(dimethyl)silyl]oxy-2-phenylethyl]-1,1,1-trifluoromethanesulfonamide
• CAS: 1227829-79-9
• 化学式: C₁₅H₂₄F₃NO₃SSi
• 分子量: 383.507
• InChiKey: NZFPWCNDNBZOSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  过氧化乙酸叔丁酯 、 N-[2-[tert-butyl(dimethyl)silyl]oxy-2-phenylethyl]-1,1,1-trifluoromethanesulfonamide 在 palladium diacetate 、 乙酸酐 、 溶剂黄146 、 N,N-二甲基甲酰胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 以59%的产率得到[2-[1-[Tert-butyl(dimethyl)silyl]oxy-2-(trifluoromethylsulfonylamino)ethyl]phenyl] acetate
  参考文献：
  名称：

  Pd(II)-Catalyzed o-C−H Acetoxylation of Phenylalanine and Ephedrine Derivatives with MeCOOO^tBu/Ac₂O

  摘要：

  Pd(II)-catalyzed ortho C-H acetoxylation of triflate protected phenethyl- and phenpropylamines has been achieved with tert-butyl peroxyacetate as the stoichiometric oxidant and either DMF or CH3CN as the promoter. The reaction was found to tolerate a large variety of functional groups and could be combined with subsequent intramolecular amination to afford functionalized indoline derivatives.

  DOI：

  10.1021/ol1007108
• 作为产物：
  描述：

  三氟甲磺酸酐 、 (R)-1-[(tert-butyldimethylsilyl)oxy-1-phenylethan-2-yl]amine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 N-[2-[tert-butyl(dimethyl)silyl]oxy-2-phenylethyl]-1,1,1-trifluoromethanesulfonamide
  参考文献：
  名称：

  Pd(II)-Catalyzed o-C−H Acetoxylation of Phenylalanine and Ephedrine Derivatives with MeCOOO^tBu/Ac₂O

  摘要：

  Pd(II)-catalyzed ortho C-H acetoxylation of triflate protected phenethyl- and phenpropylamines has been achieved with tert-butyl peroxyacetate as the stoichiometric oxidant and either DMF or CH3CN as the promoter. The reaction was found to tolerate a large variety of functional groups and could be combined with subsequent intramolecular amination to afford functionalized indoline derivatives.

  DOI：

  10.1021/ol1007108