(1S)-1-[5-(6-chloro-1,3-benzothiazol-2-yl)furan-2-yl]ethanol | 1250860-65-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: (1S)-1-[5-(6-chloro-1,3-benzothiazol-2-yl)furan-2-yl]ethanol
• CAS: 1250860-65-1
• 化学式: C₁₃H₁₀ClNO₂S
• 分子量: 279.747
• InChiKey: NOYJOYZIFFRTKJ-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  74.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酸乙烯酯 、 1-(5-(6-chlorobenzo[d]thiazol-2-yl)furan-2-yl)ethanol 在 lipase B from Candida antarctica 作用下， 以 乙腈 为溶剂， 反应 14.0h， 以49%的产率得到(1S)-1-[5-(6-chloro-1,3-benzothiazol-2-yl)furan-2-yl]ethanol
  参考文献：
  名称：

  CaL-B a highly selective biocatalyst for the kinetic resolution of furylbenzthiazole-2-yl-ethanols and acetates

  摘要：

  A highly stereoselective enzymatic kinetic resolution of novel various substituted racemic furylbenzthiazole-2-yl-ethanols and their acetates has been developed. Both processes, the enzymatic acylation of the racemic alcohols and the enzymatic methanolysis of racemic acetates yielded highly enantiomerically enriched (ee >98%) resolution product, when CaL-B was used as a biocatalyst in acetonitrile. The absolute configuration of the obtained (R)-(+)-1-(5-(4-chlorobenzo[d]thiazol-2-yl)furan-2-y1)ethanol was determined by a detailed H-1 NMR study of rac- and (+)-1-(5-(4-chlorobenzo[d]thiazol-2-yl)furan-2-yl)ethanol Mosher derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.06.010

文献信息

• CaL-B a highly selective biocatalyst for the kinetic resolution of furylbenzthiazole-2-yl-ethanols and acetates
  作者：László Csaba Bencze、Csaba Paizs、Monica Ioana Toşa、Maria Trif、Florin Dan Irimie

  DOI：10.1016/j.tetasy.2010.06.010

  日期：2010.8

  A highly stereoselective enzymatic kinetic resolution of novel various substituted racemic furylbenzthiazole-2-yl-ethanols and their acetates has been developed. Both processes, the enzymatic acylation of the racemic alcohols and the enzymatic methanolysis of racemic acetates yielded highly enantiomerically enriched (ee >98%) resolution product, when CaL-B was used as a biocatalyst in acetonitrile. The absolute configuration of the obtained (R)-(+)-1-(5-(4-chlorobenzo[d]thiazol-2-yl)furan-2-y1)ethanol was determined by a detailed H-1 NMR study of rac- and (+)-1-(5-(4-chlorobenzo[d]thiazol-2-yl)furan-2-yl)ethanol Mosher derivatives. (C) 2010 Elsevier Ltd. All rights reserved.