6533b862fe1ef96bd12c624f

RESEARCH PRODUCT

High-performance liquid chromatographic enantiomer separation and determination of absolute configurations of phosphinic acid analogues of dipeptides and their α-aminophosphinic acid precursors

Arthur MuchaDieter HebenstreitWolfgang LindnerElena GavioliPaweł KafarskiMichael LämmerhoferPiotr Wieczorek

subject

ChromatographybiologyChemistryElutionOrganic ChemistryEnantioselective synthesisAbsolute (perfumery)Cinchonabiology.organism_classificationHigh-performance liquid chromatographyCatalysisInorganic ChemistryOrganic chemistryPhysical and Theoretical ChemistryEnantiomer

description

The enantiomers of N-benzyloxycarbonyl-phosphinic pseudodipeptides and their N-benzyloxycarbonyl-α-aminophosphinic acid precursors as well as various other structural analogues were separated on a set of cinchona alkaloid-derived chiral anion-exchangers by HPLC in the reversed-phase mode. Semi-preparative scale chromatography provided single enantiomers in 100 mg quantities. The configurations of the enantiomers were assigned indirectly by enantioselective chromatography on the basis of the elution order and was confirmed by enantiomeric reference compounds.

https://doi.org/10.1016/s0957-4166(03)00537-8