酵母催化苯基乙二醇衍生物的不对称合成-应用化学专业论文.docxVIP

AbstractAbstract Abstract Abstract 1-Phenyl一1，2-ethanediol derivatives are optically active compounds谢t11 a hydroxyl on the chiral carbon,which ale important in the synthesis of pharmaceuticals，pesticides and materials．Carbonyl compounds can be asymmetric reduced in many ways。but the biocatalysis method is the effective one for the advantages of green and hi曲efficiency． Baker’S yeast is widely used due to its cheap and good reduction properties． Five a-hydroxyacetophenone derivatives were synthesized witll microwave irradiation． The effecting factors including reaction time，pressure and substrate concentration were studied．The optimal conditions were obtained，which wre a·bromoacetophenone derivatives quality content of 12 g|L，microwave irradiation time of 25 min，the reaction pressure of O．30 MPa．It Was found that the microwave played an important role in promoting the reaction． Compared谢tll traditional synthesis，microwave assisted synthesis reaction gained a good yield in a short time．At the same time，water was used as green and economic environment reagents and solvents，which met the requirements of green chemistry．Therefore，the acquired Ⅱ-hydroxyacetophenone derivatives were used as the substrates for catalytic asymmetric synthesis in preparing of 1-phenyl-l，2-ethanediol derivatives by baker’S yeast． A simple chemical reduction method Was chosen for the five a-hydroxyacetophenone derivatives reduction using sodium borohyrdride as reducing agent．The five racemic products were obtained and purified by column chromatography,and also analyzed by HPLC witll capillary column,respectively．And the corresponding retention times of S-configuration and R·configuration product were obtained，which provides a reference for the next asymmetric reduction catalyzed by baker’S yeast． In this paper,the asymmetric reduction of five a-hydroxyacetophenone derivatives Was studied firstly using a mild and environmentally friendly water solution as medium and baker’S yeast as biologica