(S)-1-(2-Methylamino-phenyl)-ethanol

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (S)-1-(2-Methylamino-phenyl)-ethanol
• 英文别名: (1S)-1-[2-(methylamino)phenyl]ethanol
• 化学式: C₉H₁₃NO
• 分子量: 151.208
• InChiKey: FNUJMWZFEZQNMH-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-[2-(甲基氨基)苯基]乙酮 在 alkaline H₂O₂ 、 (+)-二异松蒎基氯硼烷 作用下， 生成 (S)-1-(2-Methylamino-phenyl)-ethanol 、 (R)-1-(2-Methylamino-phenyl)-ethanol
  参考文献：
  名称：

  Rate enhancing effect of hydrogen chloride and methanesulfonic acid on the intramolecular asymmetric reduction of 0-aminoaceto- and -benzophenones with diisopinocampheylborane

  摘要：

  While o-hydroxyaceto- and -benzophenones undergo reduction with B-chlorodiisopinocampheylborane (1) and diisopinocampheylborane (2) at the same rate, the reduction of o-carboxyaceto- and -benzophenones is faster with 2 as compared with 1. The rate retardation for the reaction of keto acids with 1 was accounted by a competition between an intra- and intermolecular reduction. In contrast, o-aminoaceto- and -benzophenone undergo faster reduction with 1 than with 2. The rate enhancing influence of HCl and MeSO(3)H on the intramolecular asymmetric reduction of these amino ketones with 2 has been tested and confirmed. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(96)02489-6

文献信息

• Rate enhancing effect of hydrogen chloride and methanesulfonic acid on the intramolecular asymmetric reduction of 0-aminoaceto- and -benzophenones with diisopinocampheylborane
  作者：P.Veeraraghavan Ramachandran、Sanjay V Malhotra、Herbert C Brown

  DOI：10.1016/s0040-4039(96)02489-6

  日期：1997.2

  While o-hydroxyaceto- and -benzophenones undergo reduction with B-chlorodiisopinocampheylborane (1) and diisopinocampheylborane (2) at the same rate, the reduction of o-carboxyaceto- and -benzophenones is faster with 2 as compared with 1. The rate retardation for the reaction of keto acids with 1 was accounted by a competition between an intra- and intermolecular reduction. In contrast, o-aminoaceto- and -benzophenone undergo faster reduction with 1 than with 2. The rate enhancing influence of HCl and MeSO(3)H on the intramolecular asymmetric reduction of these amino ketones with 2 has been tested and confirmed. (C) 1997, Elsevier Science Ltd.