(S_S,Z)-2-methyl-N-(1,1,1-trifluorobut-2-en-2-yl)propane-2-sulfinamide | 1417739-53-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 亚磺酸及其衍生物
• 英文名称: (S_S,Z)-2-methyl-N-(1,1,1-trifluorobut-2-en-2-yl)propane-2-sulfinamide
• 英文别名: (S)-2-methyl-N-[(Z)-1,1,1-trifluorobut-2-en-2-yl]propane-2-sulfinamide
• CAS: 1417739-53-7
• 化学式: C₈H₁₄F₃NOS
• 分子量: 229.266
• InChiKey: ODNJKZNHTZEUMQ-GXMNPTEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  48.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  titanium(IV) tetraethanolate 、 1,1,1-三氟-2-丁酮 、 S-叔丁基亚磺酰胺 以 正己烷 为溶剂， 反应 48.0h， 以65%的产率得到(S_S)-N-(2-ethoxy-1,1,1-trifluorobutan-2-yl)(tert-butyl)sulfinamide
  参考文献：
  名称：

  Enantiopure Trifluoromethylated β^3,3-Amino Acids: Synthesis by Asymmetric Reformatsky Reaction with Stable Analogues of Trifluoromethyl N-tert-Butanesulfinylketoimines and Incorporation into α/β-Peptides

  摘要：

  Addition of a Reformatsky reagent to alpha-aryl(alkyl) alpha-trifluoromethyl N-tert-butanesulfinyl hemiaminals, bench-stable surrogates of trifluoromethyl ketoimines, provided beta-alkyl(aryl) beta-trifluoromethyl beta-amino acids derivatives in good yields and high diastereoselectivities. The N-tert-butanesulfinyl beta(3,3)-amino esters were further utilized as versatile intermediates for the elaboration of heterodi- and -tripeptides.

  DOI：

  10.1021/jo302549v

文献信息

• Enantiopure Trifluoromethylated β^3,3-Amino Acids: Synthesis by Asymmetric Reformatsky Reaction with Stable Analogues of Trifluoromethyl <i>N</i>-<i>tert</i>-Butanesulfinylketoimines and Incorporation into α/β-Peptides
  作者：Fabienne Grellepois

  DOI：10.1021/jo302549v

  日期：2013.2.1

  Addition of a Reformatsky reagent to alpha-aryl(alkyl) alpha-trifluoromethyl N-tert-butanesulfinyl hemiaminals, bench-stable surrogates of trifluoromethyl ketoimines, provided beta-alkyl(aryl) beta-trifluoromethyl beta-amino acids derivatives in good yields and high diastereoselectivities. The N-tert-butanesulfinyl beta(3,3)-amino esters were further utilized as versatile intermediates for the elaboration of heterodi- and -tripeptides.