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使用多糖类手性固定相通过高效液相色谱法对2-芳基-1,3-二羰基类似物进行对映体拆分。

Enantioseparation of 2-aryl-1,3-dicarbonyl analogues by high performance liquid chromatography using polysaccharide type chiral stationary phase.

作者信息

Xu Zhe, Ding Zuoding, Xu Xu, Xie Xiaoan

机构信息

Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.

出版信息

Chirality. 2008 Feb;20(2):147-50. doi: 10.1002/chir.20513.

Abstract

The HPLC chiral separation of 21 kinds of 2-aryl-1,3-dicarbonyl analogues was investigated in normal phase mode with amylose tris(3,5-dimethylphenylcarbamate), amylose tris((S)-1-phenylethylcarbamate), cellulose tris(3,5-dimethylphenylcarbamate), and cellulose tris(4-methylbenzoate) chiral stationary phases, respectively. The whole set of 2-aryl-1,3-dicarbonyl analogues shows better enantioselectivity and enantioseparation on amylose tris(3,5-dimethylphenyl carbamate) (Chiralpak AD-H). The temperature dependence of enantioselectivity was studied to improve the enantioseparation. In addition, efforts are made to relate analyte structure with the quality of the achieved chiral separation.

摘要

分别采用直链淀粉三(3,5-二甲基苯基氨基甲酸酯)、直链淀粉三((S)-1-苯基乙基氨基甲酸酯)、纤维素三(3,5-二甲基苯基氨基甲酸酯)和纤维素三(4-甲基苯甲酸酯)手性固定相,在正相模式下研究了21种2-芳基-1,3-二羰基类似物的高效液相色谱手性分离。整套2-芳基-1,3-二羰基类似物在直链淀粉三(3,5-二甲基苯基氨基甲酸酯)(Chiralpak AD-H)上表现出更好的对映体选择性和对映体分离效果。研究了对映体选择性的温度依赖性以改善对映体分离。此外,还努力将分析物结构与所实现的手性分离质量联系起来。

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