Abstract:

The enzymatic resolution of 1-phenylethylamine by amidation reaction in organic medium was studied.Based upon the screening of acyl donors, enzymes and solvents, it was concluded that isopropyl acetate was the most suitable acyl donor and a small amount of NaHSO₃ can reduce side reactions.Novozym 435 showed both the highest catalytic activity and the highest enantioselectivity.Toluene was the most suitable medium for the reaction.The effects of ester concentration, amine concentration, enzyme concentration, shaking rate and temperature on the reaction were examined.The optimum ratio of amine to ester, amine concentration, enzyme concentration, shaking rate and temperature were 1∶0.6, 200 mmol·L^-1, 4 mg·ml^-1, 200 r·min^-1, 30℃, respectively.Under the optimal conditions mentioned above, E value was 89.A product enantiomeric excess (ee_p) of 96％ was achieved with conversion of 39％ after 4 h of reaction and a substrate enantiomeric excess (ee_s) of 98% was achieved with conversion of 52.4% after 10 h of reaction.