1-azido-3-((4-methylphenyl)thio)propan-2-ol | 851679-82-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-azido-3-((4-methylphenyl)thio)propan-2-ol
• 英文别名: 1-azido-3-(4-methylphenyl)sulfanylpropan-2-ol
• CAS: 851679-82-8
• 化学式: C₁₀H₁₃N₃OS
• 分子量: 223.299
• InChiKey: KQMVFRJHMDLYQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  68.99
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  乙酸乙烯酯 、 1-azido-3-((4-methylphenyl)thio)propan-2-ol 在 Novozyme SP 435 Candida antarctica lipase 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 (R)-1-azido-3-((4-methylphenyl)thio)propan-2-ol 、 (S)-1-azido-3-((4-methylphenyl)thio)propan-2-ol 、 (S)-1-azido-3-((4-methylphenyl)thio)propan-2-yl acetate 、 (R)-(-)-1-azido-3-((4-methylphenyl)thio)propan-2-yl acetate
  参考文献：
  名称：

  Lipase-catalyzed separation of the enantiomers of 1-substituted-3-arylthio-2-propanols

  摘要：

  Optically active (R)- and (S)-1-substituted-3-(arylthio)propan-2-ols have been prepared in the reaction of the appropriate 2-(arylthiomethyl)oxiranes with chloride and azide anions followed by a lipase-catalyzed transesterification. The effects of the enzyme preparation as well as of the reaction conditions have been compared in terms of the enantiomeric excess of the obtained acetate and unreacted alcohol. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.01.040
• 作为产物：
  描述：

  p-tolylsulfanylmethyl-oxirane 在 sodium azide 、 氯化铵 作用下， 以 甲醇 、 水 为溶剂， 生成 1-azido-3-((4-methylphenyl)thio)propan-2-ol
  参考文献：
  名称：

  Lipase-catalyzed separation of the enantiomers of 1-substituted-3-arylthio-2-propanols

  摘要：

  Optically active (R)- and (S)-1-substituted-3-(arylthio)propan-2-ols have been prepared in the reaction of the appropriate 2-(arylthiomethyl)oxiranes with chloride and azide anions followed by a lipase-catalyzed transesterification. The effects of the enzyme preparation as well as of the reaction conditions have been compared in terms of the enantiomeric excess of the obtained acetate and unreacted alcohol. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.01.040