(+/-)-N-(oct-2-yloxy)-4-methylthiazole-2(3H)-thione | 1200233-14-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (+/-)-N-(oct-2-yloxy)-4-methylthiazole-2(3H)-thione
• CAS: 1200233-14-2
• 化学式: C₁₂H₂₁NOS₂
• 分子量: 259.437
• InChiKey: AUDOIHPOKPZYNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  16.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  14.16
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-Octyl tosylate 、 3-hydroxy-4-methylthiazole-2(3H)-thione tetraethylammonium salt 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以78%的产率得到(+/-)-N-(oct-2-yloxy)-4-methylthiazole-2(3H)-thione
  参考文献：
  名称：

  A study on the stereoselectivity of C,O bond formation in esterification of cyclic thiohydroxamic acids

  摘要：

  Esterification of cyclic thiohydroxamic acids, for example, N-hydroxypyridine-2(1H)-thione, N-hydroxy-4-metlylthiazole-2(3H)-thione, and N-hydroxy-4-(p-chloiophenyl)-thiazole-2(3H)-thione, occuried with inversion of configuration at the attacked stereocenter, as evident from the use of chiral alcohols, alkyl p-toluene sulfonates, and cyclic sulfates. Stereochemical analysis of enant omerically pure O-alkyl thiohydroxamates was performed on the basis of CD-spectroscopy and chemical derivatizition. The assignment of the relative configuration in cyclic O-esters was feasible via NMR spectroscopy, whereas chiral aliphatic glycolato monoesters required hydroxyl group derivatization with chloro-(4R,5R)bis[(1R,2S,5R)-menth-1-yloxycarbonyl)]-1,3,2-dioxaphospholane for this purpose. (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.08.020