Chemoenzymatic synthesis of the enantiomers of iopanoic acid

M Colombo, M De Amici, C De Micheli, D Pitré…

Index: Colombo, M.; Amici, M. De; Micheli, C. De; Pitre, D.; Carrea, G.; Riva, S. Tetrahedron: Asymmetry, 1991 , vol. 2, # 10 p. 1021 - 1030

Full Text: HTML

Citation Number: 23

Abstract

Abstract The two enantiomers of Iopanoic acid 1 were prepared in enantiomeric excess higher than 90% by enzyme-catalyzed hydrolysis of precursors (±)-2a and (±)-3a, followed by standard chemical transformations. Among the tested enzymes, chymotrypsin and Lipase PS proved to be the most selective catalysts. The stereochemical outcome of the lipase- catalyzed hydrolyses of esters (±)-2a-d is strictly dependent upon both the size of the alkyl ...