ENZYMATIC KINETIC RESOLUTION OF ALPHA-NITRO ALPHA-METHYL CARBOXYLIC-ACIDS Academic Article uri icon

abstract

  • Synthetic routes to various quaternary -nitro -methyl carboxylic acid esters from simpler nitroalkanes and nitroalkane derivatives are described. These quaternary -amino acid precursors can be kinetically resolved by using -chymotrypsin. It was found that partial hydrolysis of these nitro -methyl esters and recovery of the unhydrolyzed ester proceeds preferentially by hydrolysis of the D enantiomer. Reduction of the -nitro group thus then affords highly enantiomerically enriched L--methyl -amino acids. 1988, American Chemical Society. All rights reserved.

published proceedings

  • JOURNAL OF ORGANIC CHEMISTRY

author list (cited authors)

  • LALONDE, J. J., BERGBREITER, D. E., & WONG, C. H.

citation count

  • 64

complete list of authors

  • LALONDE, JJ||BERGBREITER, DE||WONG, CH

publication date

  • May 1988