Enantiomeric resolution of derivatives of alpha-aminophosphonic and alpha-aminophosphinic acids by high-performance liquid chromatography and capillary electrophoresis

Resolution of chiral alpha-aminophosphonic and alpha-aminophosphinic acid e sters analogous to phenylalanine or phenylglycine is achieved by HPLC with chiral cellulose or amylose phases. Resolution of the corresponding racemic acids is successfully performed by capillary electrophoresis. For derivati ves analogous to phenylalanine, enantioselectivity of both analytical metho ds is depending on functional groups at the ring, the groups at the phospho rus atom as well as the structure of protecting groups. Suitable resolution conditions were found for all aminophosphonic and aminophosphinic acid der ivatives either at HPLC by variation of chiral stationary phases and the el uent or at CE by using different beta-cyclodextrin derivatives at specific conditions. (C) 1999 Elsevier Science B.V. All rights reserved.