Preparation of Regioselectively Modified Amylose Derivatives and Their Applications in Chiral HPLC |
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Authors: | Baishen Sun Xiaofang Li Zhaolei Jin Lili Tian Fang Wang Guihua Liu Shouwan Tang Fuyou Pan |
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Institution: | 1. Department of Chemistry, School of Pharmaceutical and Chemical Engineering, Taizhou College, 317000, Linhai, People??s Republic of China 2. College of Chemical Engineering and Materials Science, Zhejiang University of Technology, 310014, Hangzhou, People??s Republic of China
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Abstract: | Four regioselectively modified amylose derivatives with three different substituents at the 2-, 3-, and 6-positions were prepared and their enantioseparations in HPLC were examined. Investigations indicated that the nature as well as the arrangement of the substituents significantly influenced their enantioseparations and each derivative exhibited characteristic chiral recognition. Amylose 2-benzoyl-3-(3,5-dimethylphenylcarbamate or 3,5-dichlorophenylcarbamate)-6-((S)-1-phenylethylcarbamate) exhibited chiral resolving abilities comparable to the commercial available amylose tris(3,5-dimethylphenylcarbamate)-based column, Chiralpak AD and the racemic compounds shown in this study were most effectively resolved on these two derivatives. The influence of mobile phase on chiral resolution was also examined. |
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