(4S)-2-[2-(methylsulfanyl)phenyl]-4-phenyl-4,5-dihydro-1,3-oxazole | 154132-43-1

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (4S)-2-[2-(methylsulfanyl)phenyl]-4-phenyl-4,5-dihydro-1,3-oxazole
• 英文别名: methyl 2-[(4S)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl sulfide；(4S)-2-((2-methylthio)phenyl)-4-phenyl-1,3-oxazoline；(S)-2-(2-(Methylthio)phenyl)-4-phenyl-4,5-dihydrooxazole；(4S)-2-(2-methylsulfanylphenyl)-4-phenyl-4,5-dihydro-1,3-oxazole
• CAS: 154132-43-1
• 化学式: C₁₆H₁₅NOS
• 分子量: 269.367
• InChiKey: CWXLYGZJGRCNLT-CQSZACIVSA-N

物化性质

• 沸点：
  425.7±45.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  (1,5-cyclooctadiene)bis(pyridine)iridium(I) hexafluorophosphate 、 (4S)-2-[2-(methylsulfanyl)phenyl]-4-phenyl-4,5-dihydro-1,3-oxazole 以 二氯甲烷 为溶剂， 以94%的产率得到
  参考文献：
  名称：

  Ir(I) complexes with oxazoline-thioether ligands: nucleophilic attack of pyridine on coordinated 1,5-cyclooctadiene and application as catalysts in imine hydrogenation

  摘要：

  Oxazoline-thioether ligands 6-11 react with [Ir(eta(4)-COD)Py-2]PF6 (COD= C8H12 = 1,5-cyclooctadiene) to give [Ir(sigma-eta(2)-C8H12Py-)L] PF6 (L-oxazoline-thioether ligand) (12a-d) complexes resulted from the coordination of ligand to the metal and subsequent nucleophilic attack of pyridine to one of the double carbon bond of COD with concomitant iridium-carbon bond formation. When [Ir(eta(4)-COD)(2)]BF4 was used as starting material, the reaction with ligands 7, 9 afforded the complexes [Ir(eta(4)-COD)L]BF4. Application of these iridium complexes to the reduction of N-(alpha-methyl)benzylidenbenzylamine gave low or negligible enantioselectivity. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.03.015
• 作为产物：
  描述：

  N-((S)-2-Hydroxy-1-phenyl-ethyl)-2-methylsulfanyl-benzamide 在 (氯亚甲基)二甲基氯化铵 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 吡啶 为溶剂， 反应 3.0h， 生成 (4S)-2-[2-(methylsulfanyl)phenyl]-4-phenyl-4,5-dihydro-1,3-oxazole
  参考文献：
  名称：

  使用维斯迈尔试剂合成恶唑啉

  摘要：

  DOI：

  10.1021/jo000664r

文献信息

• Preparation of novel Sulfur and phosphorus containing oxazolines as ligands for asymmetric catalysis
  作者：Joanne V. Allen、Graham J. Dawson、Christopher G. Frost、Ionathan M.J. Williams、Steven J. Coote

  DOI：10.1016/s0040-4020(01)80795-x

  日期：1994.1

  The preparation of enantiomerically pure liginds which contain both an oxazoline group and an additional sulfur or phosphorus donor atom are described. Methyithiomethyl, o-thioanisyl and thienyl oxazolines have been prepared in one step, and o-diphenylphosphinophenyl oxazolines have been prepared in two steps in good yields from commercially available starting materials.

  描述了同时包含恶唑啉基团和另外的硫或磷供体原子的对映体纯的配体的制备。一步法制得了甲硫基甲基，邻硫代茴香基和噻吩基恶唑啉，并分两步从可商购的起始原料中以高收率制备了邻二苯基膦基苯基恶唑啉。
• Allen, Joanne V.; Coote, Steven J.; Dawson, Graham J., Journal of the Chemical Society. Perkin transactions I, 1994, # 15, p. 2065 - 2072
  作者：Allen, Joanne V.、Coote, Steven J.、Dawson, Graham J.、Frost, Christopher G.、Martin, Christopher J.、Williams, Jonathon, M.

  DOI：——

  日期：——
• Enantioselective palladium catalysed allylic substitution with sulfur-containing oxazoline ligands
  作者：Christopher G Frost、Jonathan Mj Williams

  DOI：10.1016/s0957-4166(00)80417-6

  日期：1993.8

  Enantiomerically pure sulfur/nitrogen ligands have been prepared in one step from amino alcohols and 2-(methylthio)benzonitrile. We have successfully employed these ligands for enantioselective palladium catalysed allylic substitution, with asymmetric induction of up to 80% ee.
• Allen Joanne V., Dawson Graham J., Frost Christopher G., Williams Jonatha+, Tetrahedron, 50 (1994) N 3, S 799-808
  作者：Allen Joanne V., Dawson Graham J., Frost Christopher G., Williams Jonatha+

  DOI：——

  日期：——