Study On Knetie Resolution Of Mandelic Acid Ester

Enantiopure mandelate esters are one kind of the most versatile synthetic materials as they bear a hydroxyl group and a carbonyl group on one chiral carbon. They provide a wide space for transformation into a large number of chiral molecules, especially in a wide range of pharmaceuticals and agrochemicals, such as oxybutynin, clopidogrel, and cefadole. Mandelic acid is also used as a chiralresolving agent. In this dissertation, a study on the stereoselective formation of chiral mandelate esters by kinetic resolution (KR) has been performed.1) Synthesis of mandelate esters as substrates.A series of mandelate esters were prepared with corresponding aldehydes as starting material.2) Enzymatic kinetic resolution of mandelate esters.By using lipase PS-30as the catalyst, kinetic resolution of a series of racemic mandelate esters has been achieved via stereoselective acylation. The reaction conditions were optimized. The values of kinetic enantiomeric ratio (E) reached up to197.5. Substituent effect was also briefly discussed.