1-(4-methyl-2-(p-tolyl)thiazol-5-yl)ethan-1-ol | 1247721-83-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-methyl-2-(p-tolyl)thiazol-5-yl)ethan-1-ol
• 英文别名: 1-(4-methyl-2-p-tolylthiazol-5-yl)ethanol；1-[4-Methyl-2-(4-methylphenyl)-1,3-thiazol-5-yl]ethan-1-ol；1-[4-methyl-2-(4-methylphenyl)-1,3-thiazol-5-yl]ethanol
• CAS: 1247721-83-0
• 化学式: C₁₃H₁₅NOS
• mdl: MFCD16112726
• 分子量: 233.334
• InChiKey: DOIZVBVOICRWBQ-UHFFFAOYSA-N

物化性质

• 沸点：
  391.2±44.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.307
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-methyl-2-(p-tolyl)thiazol-5-yl)ethan-1-ol 在 甲醇 作用下， 以 异丙醚 、 环己烷 为溶剂， 反应 19.0h， 生成 (R)-1-(4-methyl-2-p-tolylthiazol-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
• 作为产物：
  描述：

  2-(p-methylphenyl)-4-methyl-5-acetylthiazole 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以94%的产率得到1-(4-methyl-2-(p-tolyl)thiazol-5-yl)ethan-1-ol
  参考文献：
  名称：

  基于 5-酰基噻唑骨架的构建块库的通用方法

  摘要：

  摘要 噻唑衍生物是一类重要的唑类杂环，具有广泛的生物活性，因此，这些化合物的合成备受关注。我们在此介绍了一些实用且可靠的合成一些 5-酰基噻唑的方案，并展示了它们在通过 5-酰基功能的转化制备几个新系列的含噻唑结构单元中的效用。具体而言，噻唑基醇、肟、伯胺和仲胺以良好到极好的收率连续合成。所得化合物的化学结构经 1H 和 13C NMR 光谱、元素分析和质谱证实。图形概要

  DOI：

  10.1080/00397911.2020.1808224

文献信息

• Heterocycles 30: Lipase catalyzed kinetic resolution of racemic 1-(2-aryl-4-methyl-thiazol-5-yl)ethanols
  作者：Denisa Hapău、Jürgen Brem、Valentin Zaharia

  DOI：10.1016/j.tetasy.2011.12.005

  日期：2011.12

  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.
• Versatile approaches to a library of building blocks based on 5-acylthiazole skeleton
  作者：Olesia G. Kulyk、Dmytro A. Biloborodov、Maksim A. Cherevatenko、Yevhen Y. Shyriakin、Alexander Yu. Lyapunov、Alexander V. Mazepa、Valerii V. Vashchenko、Valeriy D. Orlov、Maksim A. Kolosov

  DOI：10.1080/00397911.2020.1808224

  日期：2020.12.1

  Abstract Thiazole derivatives represent an important class of azole heterocycles with a broad spectrum of biological activity and, therefore, the synthesis of these compounds is of remarkable concern. We present here practical and reliable protocol for synthesis of some 5-acylthiazoles and demonstrate their utility in the preparation of several new series of thiazole-containing building blocks through

  摘要 噻唑衍生物是一类重要的唑类杂环，具有广泛的生物活性，因此，这些化合物的合成备受关注。我们在此介绍了一些实用且可靠的合成一些 5-酰基噻唑的方案，并展示了它们在通过 5-酰基功能的转化制备几个新系列的含噻唑结构单元中的效用。具体而言，噻唑基醇、肟、伯胺和仲胺以良好到极好的收率连续合成。所得化合物的化学结构经 1H 和 13C NMR 光谱、元素分析和质谱证实。图形概要