Asymmetric Synthesis And Study Of Unnatural Chiral Phenylalanine

Unnatural amino acids play a vital role in human body,medicine,pesticides,cosmetics and other industries.In recent years,with the development of peptide drugs,more and more people have turned their attention to the synthesis of unnatural amino acids with high enantioselectivity.Due to the chirality of amino acids,obtaining amino acids with a single configuration and high chemical purity is an important part of research.Usually,chiral species can be obtained by chromatographic separations,biological methods,and asymmetric catalytic synthesis methods.Chromatographic separation utilizes the enantioselectivity between chiral species to separate racemates through a chromatographic column.This method is mostly used for separation and detection,and cannot be separated in large quantities.Biological method utilizes the catalytic reaction of natural enzymes and bacteria to obtain chiral products with a single configuration.This method has high enantioselectivity.However,the enzymatic and bacterial reactions are closely related to the environment,and enzymes and bacteria are not easy to preserve,so the production cost is high.Asymmetric catalysis is to carry out asymmetric synthesis under the action of a catalyst,with high production efficiency,good atom economy,and excellent prospects for industrial application.This thesis is mainly devoted to the research on the rapid and efficient synthesis of phenylalanine-based unnatural amino acid series products.Synthesis was performed using asymmetric catalytic hydrogenation techniques.The composition of the product was determined by hydrogen nuclear magnetic resonance spectroscopy,and the chemical purity and optical purity of the product were determined by high performance liquid chromatography.14 kinds of phenylalanine unnatural amino acids and 28 kinds of amino acid derivatives were synthesized.A total of 42 different chiral amino acid compounds were obtained.Finally,in order to develop the functional application of unnatural amino acids,amino acid-modified iridium complexes were explored,which is a useful exploration for amino acid-modified optical materials.