| R(-)四氢噻唑-2-硫酮-4-羧酸对D,L-氨基酸酯拆分的研究 |
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| 引用本文： | 李叶芝,郭纯孝,鲁向阳,申连春,黄化民. R(-)四氢噻唑-2-硫酮-4-羧酸对D,L-氨基酸酯拆分的研究[J]. 高等学校化学学报, 1998, 19(6): 885-889 |
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| 作者姓名： | 李叶芝 郭纯孝 鲁向阳 申连春 黄化民 |
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| 作者单位： | 吉林大学化学系, 长春, 130023 |
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| 基金项目： | 国家自然科学基金,吉林大学超分子谱学开放实验室基金 |
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| 摘 要： | 以新手性拆分试剂R(-)四氢噻唑-2-硫酮-4-羧酸[简称R(-)TTCA]对D,L-氨基酸酯进行手性拆分,分别得到(R)TTCA氨基酸酯盐1a_1f([α]D20＝-30.40°～-42.70°)及光学活性氨基酸酯2a-2f,其光学纯度为35.4%～75.8%.由1a_1f在碱存在下分解出2a-2f的对映体3a-3f,光学纯度为39.50%～69.10%.用半经验的量子化学PM3方法研究了氨基的碱性、中间产物铵盐生成热和稳定性.
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| 关 键 词： | R(-)四氢噻唑-2-硫酮-4-羧酸 拆分 光学活性氨基酸酯 电子结构 生成热 |
| 收稿时间： | 1997-06-18 |
| 修稿时间： | 1997-06-18 |
Studies on the Resolution of Racemic Amino Acid Esters by a New Resolving Agent R(-)Thiazolidine-2-thione-4-carboxylic Acid |
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| LI Ye-Zhi,GUO Chun-Xiao,LU Xiang-Yang,SHEN Li-Chun,HUNAG Hua-Min. Studies on the Resolution of Racemic Amino Acid Esters by a New Resolving Agent R(-)Thiazolidine-2-thione-4-carboxylic Acid[J]. Chemical Research In Chinese Universities, 1998, 19(6): 885-889 |
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| Authors: | LI Ye-Zhi GUO Chun-Xiao LU Xiang-Yang SHEN Li-Chun HUNAG Hua-Min |
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| Affiliation: | Department of Chemistry, Jilin University, Changchun, 130023 |
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| Abstract: | Amino acid esters were resolved by a new resolving agent R (-)thiazolidine-2-thione-4-carboxylic acid R (-)TTCA . The optically active R (-)TTCA amino acid ester salts 1a_1f, [α]D20=-30.40°～-42.70° and optically active amino acid esters 2a_2f(e.e.: 35.40%～75.80%) were obtained. When 1a_1f reacted with aqueous NaOH, optically active amino acid esters 3a_3f(e.e : 39.50%～69.10%) were separated. The basicity of the amino group of amino acid esters and the formation heats of ammonium salts of amino acid ester have been studied using semiempirical quantum chemistry PM3 methods. |
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| Keywords: | R (-)Thiazolidine 2 thione 4 carboxylic acid Resolution Optically active amino acid esters Electronic structure Formation heat |
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