Synthesis of l-phenylalanine-derived β-cyclodextrin-bonded silica gel and its application to the separation of alanine enantiomers

Abstract

The invention belongs to the field of analytic chemistry, relates to synthesis of a chiral column material, and in particular relates to synthesis and an application of L-phenylalanine derived Beta-cyclodextrin bonded silica gel for separating an alanine enantiomer. According to the technical scheme, the synthesis process comprises the following steps: firstly, preparing activated silica gel; then synthesizing Beta-cyclodextrin bonded silica gel; next, synthesizing tosylated Beta-cyclodextrin bonded silica gel; and finally, derivatizing an obtained product by using L-phenylalanine. The prepared L-phenylalanine derived Beta-cyclodextrin bonded silica gel is yellow solid powder which is insoluble in water and organic solvents such as N,N-dimethyl formamide and the like as well as difficult to dissolve in acid solutions. If the synthesized L-phenylalanine derived Beta-cyclodextrin bonded silica gel is served as a chromatographic filling material to perform adsorption separation on an aqueous solution containing the alanine enantiomer at the constant temperature and under the normal pressure, the good chiral separation effect can be achieved. When the L-phenylalanine derived Beta-cyclodextrin bonded silica gel is used for separating the alanine enantiomer, the operation is simple, the cost is low and the adsorption effect is good. Therefore, the L-phenylalanine derived Beta-cyclodextrin bonded silica gel has a definite practical value.

Description

technical field [0001] The invention belongs to the field of analytical chemistry, and relates to the synthesis of a chiral column material, in particular to the synthesis of an L-phenylalanine-derived β-cyclodextrin bonded silica gel and its application to the separation of alanine enantiomers . Background technique [0002] The chirality of compounds is very common, and it has attracted widespread attention in medicine, pesticides and life chemistry. In view of the special relationship between the three-dimensional structure of organic molecules and their biological activity, the establishment of a high-specificity, high-resolution enantioresolution and determination method will have important theoretical and theoretical implications for improving molecular activity, reducing side effects, and in-depth research on the mechanism of action. practical meaning. [0003] The chiral stationary phase is made of optically active monomers fixed on silica gel or other polymers. By...

AI Technical Summary

Problems solved by technology

[0010] β-cyclodextrin-bonded silica gel and its derivatives have obvious advantages in chiral separation, while using L-phenylalanine-modified β-cyclodextrin-bonded silica gel and applying it to alanine and other chiral separations The separation of sex enantiomers has not been reported publicly