(S)-4-aminophenyl benzyl sulfoxide

• 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)-4-aminophenyl benzyl sulfoxide
• 英文别名: 4-[(S)-benzylsulfinyl]aniline
• 化学式: C₁₃H₁₃NOS
• 分子量: 231.318
• InChiKey: BQGZDXHCDSQCJN-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  43.09
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  sodium 4-aminothiophenolate 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 (S,S)-(-)-氢化苯偶姻 作用下， 以 正己烷 、 水 为溶剂， 反应 48.0h， 生成 (R)-4-aminophenyl benzyl sulfoxide 、 (S)-4-aminophenyl benzyl sulfoxide
  参考文献：
  名称：

  The effect of nitrogen atoms in the enantioselective oxidation of aryl or heteroaryl benzyl sulfides

  摘要：

  Some aminophenyl benzyl sulfides or benzyl pyridyl sulfides were asymmetrically oxidized with tert-butyl hydroperoxide in the presence of a complex between titanium i-propoxide and (S, S)-hydrobenzoin, an oxidation system that works particularly well with a vast set of aryl benzyl sulfides. Notwithstanding the presence of nitrogen-containing moieties that, in principle, could interfere with the correct co-ordination of the sulfide to the metal center, satisfactory levels of enantioselectivity (up to 78%) were measured for this oxidation process.[GRAPHICS].

  DOI：

  10.1080/17415993.2013.779697

文献信息

• The effect of nitrogen atoms in the enantioselective oxidation of aryl or heteroaryl benzyl sulfides
  作者：Maria Annunziata M. Capozzi、Giuseppe Fracchiolla、Cosimo Cardellicchio

  DOI：10.1080/17415993.2013.779697

  日期：2013.12.1

  Some aminophenyl benzyl sulfides or benzyl pyridyl sulfides were asymmetrically oxidized with tert-butyl hydroperoxide in the presence of a complex between titanium i-propoxide and (S, S)-hydrobenzoin, an oxidation system that works particularly well with a vast set of aryl benzyl sulfides. Notwithstanding the presence of nitrogen-containing moieties that, in principle, could interfere with the correct co-ordination of the sulfide to the metal center, satisfactory levels of enantioselectivity (up to 78%) were measured for this oxidation process.[GRAPHICS].