Development of Highly Efficient System for Optical Resolution

1. 为了开发高效的手性固定相用于高效液相色谱分离光学异构体，制备了纤维素和直链淀粉的4-烷氧苯氨基甲酸酯，并在硅胶上吸附后评价了它们的光学分辨能力。光学分辨能力取决于在4位引入的烷氧基，纤维素的4-异丙氧基，4-异丁基和3,5-二甲基-4-甲氧基苯基氨基甲酸酯提供了有效的手性固定相。纤维素和直链淀粉的苯基1-、1-苯基乙基-和1-苯基丙基氨基甲酸酯等各种氨基甲酸酯也被用作HPLC的手性固定相。在这些氨基甲酸酯中，1-苯基乙基氨基甲酸酯和1-苯基丙基氨基甲酸酯具有较高的光学分辨能力，特别是对直链淀粉（(S)-1-苯基乙基氨基甲酸酯）具有较高的光学分辨能力。采用超临界流体色谱法（FAC）测定了纤维素和直链淀粉中苯甲酸酯和苯氨基甲酸酯的光学分辨能力。发现苯甲酸酯具有与hplc相当的光学分辨能力。合成了含反式-1,2-二羧酸残基的光学活性聚酰胺，并以其为手性固定相评价其光学分辨能力。

1. In order to develop efficient chiral stationary phases for high-performance liquid chromatography to separate optical isomers, various 4-alkoxyphenylcarbamates of cellulose and amylose were prepared and their optical resolving abilities were evaluated after being adsorbed on silica gel. Optical resolving ability depended on the alkoxy group introduced at 4-position, and 4-isopropoxy-, 4-isobutoxy- and 3,5-dimethyl-4-methoxyphenylcarbamates of cellulose were found to afford efficient chiral stationary phases. Various aralkylcarbamates such as benzy1-, 1-phenylethyl-, and 1-phenylpropylcarbamates of cellulose and amylose were also used as chiral stationary phases for HPLC. Among these carbamates, 1-phenylethyl-and 1-phenylpropylcarbamates showed high optical resolving power, and particularly high adility was found on amylose tris ((S)-1-phenylethylcarbamate).2. Optical resolving abilities of benzoates and phenylcarbamates of cellulose and amylose were tested by supercritical fluid chromatography (FAC). The benzoates were found to show the comparable optical resolving ability to that in HPLC.3. Optically active polyamides bearing trans-1,2-dicarboxylic acid residue was synthesized and used as chiral stationary phase to evaluate optical resolving ability.