(S)-2-phenylsulfanyl-N,N-diethyl-2-phenylacetamide | 1388623-34-4

• 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: (S)-2-phenylsulfanyl-N,N-diethyl-2-phenylacetamide
• 英文别名: (2S)-N,N-diethyl-2-phenyl-2-phenylsulfanylacetamide
• CAS: 1388623-34-4
• 化学式: C₁₈H₂₁NOS
• 分子量: 299.437
• InChiKey: GEKIPMNICULUKY-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  α-bromophenylacetic acid N,N-diethylamide 、 sodium thiophenolate 在 N-benzylquininium bromide 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 (R)-2-phenylsulfanyl-N,N-diethyl-2-phenylacetamide 、 (S)-2-phenylsulfanyl-N,N-diethyl-2-phenylacetamide
  参考文献：
  名称：

  Kinetic resolution of α-bromophenylacetamides using quinine or Cinchona alkaloid salts

  摘要：

  The kinetic resolution of racemic alpha-bromophenylacetamides 1 was achieved in the presence of benzenethiolate and Cinchona alkaloid salts as phase-transfer catalysts or benzenethiol and quinine, yielding (S)-enantioenriched alpha-sulfanylated products. The observed stereoselection was rationalized on the basis of the best fitting of 1 and the resolving agent in the ternary complexes. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.05.009

文献信息

• Kinetic resolution of α-bromophenylacetamides using quinine or Cinchona alkaloid salts
  作者：Liliana Marzorati、José L. Fejfar、Claudio F. Tormena、Claudio Di Vitta

  DOI：10.1016/j.tetasy.2012.05.009

  日期：2012.5

  The kinetic resolution of racemic alpha-bromophenylacetamides 1 was achieved in the presence of benzenethiolate and Cinchona alkaloid salts as phase-transfer catalysts or benzenethiol and quinine, yielding (S)-enantioenriched alpha-sulfanylated products. The observed stereoselection was rationalized on the basis of the best fitting of 1 and the resolving agent in the ternary complexes. (C) 2012 Elsevier Ltd. All rights reserved.