Efficient Synthesis of New Fluorinated β-Amino Acid Enantiomers through Lipase-Catalyzed Hydrolysis

An efficient and novel enzymatic method has been developed for the synthesis of β-fluorophenyl-substituted β-amino acid enantiomers through lipase PSIM ( ) catalyzed hydrolysis of racemic β-amino carboxylic ester hydrochloride salts - in Pr O at 45 °C in the presence of Et N and H O. Adequate analytical methods were developed for the enantio-separation of racemic β-amino carboxylic ester hydrochlorides - and β-amino acids - . Preparative-scale resolutions furnished unreacted amino esters ( )- - and product amino acids ( )- - with excellent values (≥99%) and good chemical yields (>48%).