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R-四氢噻唑-2-硫酮-4-羧酸同R.S-氨基醇的手性识别反应 被引量:2

Chiral Recognition Reaction of Rthiazolidine2thione4carboxylic Acid with R.Saminoalcohols
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摘要 R-四氢噻唑-2-硫酮-4-羧酸同R.S-亮氨醇、R.S-蛋氨醇、R.S-苯丙氨醇和R.S-色氨醇反应分别得到光学活性非对映体过剩的铵盐:R-四氢噻唑-2-硫酮-4-羧酸·S-亮氨醇、R-四氢噻唑-2-硫酮-4-羧酸·R-蛋氨醇、R-四氢噻唑-2-硫酮-4-羧酸·R-苯丙氨醇和R-四氢噻唑-2-硫酮-4-羧酸·S-色氨醇,同时分离出光学活性对映体过剩的R-亮氨醇、S-蛋氨醇、S-苯丙氨醇及R-色氨醇。用半经验的量子化学PM3方法研究了氨基醇的最优构型和电子结构,得到了铵盐的最优几何构型。 The optical activity diasteroisomeric excess ammonium salts Rthiazolidine2thione4carboxylic acid·Sleucinol, Rthiazolidine2thione4carboxylic acid·Rmethioninol, Rthiazolidine2thione4carboxylic acid·Rphenylalaninol and Rthiazolidine2thione4carboxylic acid·Stryptophanol were prepared by the reaction of Rthiazolidine2thione4carboxylic acid with corresponding R.Saminoalcohol. At the same time the optical activity enantiomeric excess Rleucinol, Smethioninol, Sphenylalaninol and Rtryptophanol were separated. The electronic structure and optimized configuration of the aminoalcohols have been studied by molecular orbital PM3 method, the optimized configuration of optical activity ammonium salts were obtained.
机构地区 吉林大学化学系
出处 《合成化学》 CAS CSCD 1998年第2期155-160,共6页 Chinese Journal of Synthetic Chemistry
基金 国家自然科学基金
关键词 四氢噻唑 硫酮 羧酸 光学活性 氨基醇 拆分 Rthiazolidine2thione4carboxylic acid, Optical activity, Aminoalcohol, Aminoalcohol salt, Electronic structure, Optimized configuration.
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  • 1王葆仁,有机合成反应,1982年,138页

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  • 1Nagao Y,Yagi M,Iketa T, et al.A new chiral recognition in aminolysis of 3-aeyl-4( R)-methoxycarbonyl-1,3-thiazolidine-2-thione with raeemic amines[J]. Tetrahedron Lett., 1982,2,3:201-204.
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  • 5Nagao Y, Yagi M, Iketa T, et al. A new chiral recognition in aminolysis of 3 - acyl - 4R - methoxycarbonyl - 1,3 - thiazolidine - 2 -thione with racemic amines[J]. Tetrahedron Lett, 1982,23 (1) : 201 -204.
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  • 7李叶芝,郭纯孝,胡学山,黄化民.(R)-四氢噻唑-2-硫酮-4-羧酸的合成及其晶体结构[J].高等学校化学学报,1997,18(6):898-901. 被引量:12

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