(R)-1-(4-methyl-2-phenylthiazol-5-yl)ethanol | 1359127-34-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (R)-1-(4-methyl-2-phenylthiazol-5-yl)ethanol
• 英文别名: (1R)-1-(4-methyl-2-phenyl-1,3-thiazol-5-yl)ethanol
• CAS: 1359127-34-6
• 化学式: C₁₂H₁₃NOS
• 分子量: 219.307
• InChiKey: TWMPDBIPOIJWGA-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(4-methyl-2-phenylthiazol-5-yl)ethan-1-ol 在 甲醇 作用下， 以 异丙醚 、 环己烷 为溶剂， 反应 36.0h， 生成 (R)-1-(4-methyl-2-phenylthiazol-5-yl)ethanol
  参考文献：
  名称：

  Heterocycles 30: Lipase catalyzed kinetic resolution of racemic 1-(2-aryl-4-methyl-thiazol-5-yl)ethanols

  摘要：

  The lipase mediated selective O-acylation and alcoholysis of the corresponding alcohols/butanoates have been investigated for the production of both (R)- and (S)-1-(2-aryl-thiazol-5-yl)ethanols. In terms of stereoselectivity and activity, CaL-B mediated selective acylation gave similar good results (c = 50%, E >> 200) in comparison with CaL-A mediated alcoholysis (c = 50%, E >> 200). Using the sequential kinetic resolution: first a CaL-B catalyzed (R)-selective O-acylation of racemic alcohols rac-2a-d followed by a CaL-A mediated methanolysis of the previously obtained enantiomerically enriched (R)-butanoates (R)-3a-d yielded (with 39-46% yields) both enantiopure forms of the 1-(2-aryl-thiazol-5-yl)ethanols. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.12.005