(4R)-4-乙基-2-异丙基-4,5-二氢-1,3-噻唑 | 420134-17-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: (4R)-4-乙基-2-异丙基-4,5-二氢-1,3-噻唑
• 英文名称: (R)-4-ethyl-2-isopropyl-2-thiazoline
• 英文别名: (4R)-4-ethyl-2-propan-2-yl-4,5-dihydro-1,3-thiazole
• CAS: 420134-17-4
• 化学式: C₈H₁₅NS
• 分子量: 157.28
• InChiKey: FAZVZOUZSCQCIA-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  37.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4R)-4-乙基-2-异丙基-4,5-二氢-1,3-噻唑 在 tetrafluoroboric acid 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 (R)-3-butyl-4-ethyl-2-isopropyl-2-thiazolinium tetrafluoroborate
  参考文献：
  名称：

  Synthesis and properties of thiazoline based ionic liquids derived from the chiral pool

  摘要：

  我们以多克为单位制备了一类新型的手性离子液体，它们来自氨基醇。外消旋莫舍尔酸盐的初步实例显示了它们在手性识别方面的潜力。

  DOI：

  10.1039/b308814f
• 作为产物：
  描述：

  (R)-N-[1-(hydroxymethyl)propyl]-2-methylpropanethioamide 在 甲基磺酰氯 、 三乙胺 作用下， 以90%的产率得到(4R)-4-乙基-2-异丙基-4,5-二氢-1,3-噻唑
  参考文献：
  名称：

  Synthesis and properties of thiazoline based ionic liquids derived from the chiral pool

  摘要：

  我们以多克为单位制备了一类新型的手性离子液体，它们来自氨基醇。外消旋莫舍尔酸盐的初步实例显示了它们在手性识别方面的潜力。

  DOI：

  10.1039/b308814f

文献信息

• Synthesis of chiral thiazoline ligands tethered to a sulfur function and first immobilization of a thiazoline-ligand
  作者：Isabelle Abrunhosa-Thomas、Alexander Betz、Mickael Denancé、Isabelle Dez、Annie-Claude Gaumont、Mihaela Gulea

  DOI：10.1002/hc.20603

  日期：——

  A new family of thiazoline ligands tethered to a sulfanyl or a sulfinyl group has been prepared using short and efficient reaction sequences. Among the different structures, one sulfanyl-thiazoline homopolymer was synthesized as a first example of an immobilized thiazoline ligand. The catalytic properties of these new ligands were evaluated in the Pd-catalyzed allylic substitution. © 2010 Wiley Periodicals

  使用短而有效的反应序列制备了一个新的噻唑啉配体家族，该配体与硫烷基或亚磺酰基相连。在不同的结构中，合成了一种硫烷基-噻唑啉均聚物作为固定化噻唑啉配体的第一个例子。在 Pd 催化的烯丙基取代中评估了这些新配体的催化性能。© 2010 Wiley Periodicals, Inc. 杂原子化学 21:242–249, 2010; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20603
• Synthesis of new chiral thiazoline-containing ligands
  作者：Isabelle Abrunhosa、Mihaela Gulea、Jocelyne Levillain、Serge Masson

  DOI：10.1016/s0957-4166(01)00481-5

  日期：2001.11

  New chiral ligands. including bi- and tridentate thiazoline derivatives, analogues of known oxazolines, have been synthesized by it general and convenient procedure. starting from dithioesters and commercial enantiopure 2-aminoalcohols. A preliminary Lest shows the ability of such ligands to act as asymmetric catalysts in Pd-catalyzed allylic substitution reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.
• (N,N) vs. (N,S) chelation of palladium in asymmetric allylic substitution using bis(thiazoline) ligands: A theoretical and experimental study
  作者：Alexander Betz、Lian Yu、Markus Reiher、Annie-Claude Gaumont、Paul-Alain Jaffrès、Mihaela Gulea

  DOI：10.1016/j.jorganchem.2008.04.044

  日期：2008.7

  New thiazoline-containing ligands including non-symmetric bis(thiazolines) and oxazoline-thiazolines were synthesized and then compared to C-2-symmetric bis(thiazolines) in the palladium-catalyzed allylic substitution. The experimental results obtained in this study support the hypothesis of a competition between the (N,N) and the (N,S) palladium chelation, when sterically hindered bis(thiazolines) are used as ligands. A quantum chemical study performed on the Pd-complexes derived from three selected ligands, two C-2-symmetric bis(thiazolines) and one oxazoline-thiazoline, also supports this hypothesis. (C) 2008 Elsevier B.V. All rights reserved.
• Synthesis and properties of thiazoline based ionic liquids derived from the chiral pool
  作者：Jocelyne Levillain、Guillaume Dubant、Isabelle Abrunhosa、Mihaela Gulea、Annie-Claude Gaumont

  DOI：10.1039/b308814f

  日期：——

  A novel class of chiral ionic liquids derived from amino alcohols is prepared in multi-gram scale. Their potential in chiral recognition is shown in a preliminary example with racemic Mosher's acid salt.

  我们以多克为单位制备了一类新型的手性离子液体，它们来自氨基醇。外消旋莫舍尔酸盐的初步实例显示了它们在手性识别方面的潜力。