High-performance liquid chromatographic separation of enantiomers of cyclic 1,3-amino alcohol derivatives

Mária Péter, Antal Péter, Johan Van Der Eycken, Péter Csomós, Gábor Bernáth, Ferenc Fülöp

Research output: Article

11 Citations (Scopus)

Abstract

Different high-performance liquid chromatographic methods were developed for the separation and identification of enantiomers of racemic cis- and trans-2-aminocyclohexane-1-methanol and cis- and trans-2-amino-4-cyclohexene-1-methanol derivatives. Direct separation was carried out on a cellulose tris(3,5-dimethylphenylcarbamate) (Chiralcel OD) stationary phase, which allowed the simultaneous separation of enantiomers of alcohol and ester analogues of the amino alcohols. Derivatization of amino alcohols with 1-fluoro-2,4-dinitrophenyl-5-l-alaninamide produced diastereomers which were separable with high resolution (R(s)>5), whereas derivatives with 2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl isothiocyanate coeluted. The absolute configurations and elution sequences of the enantiomers were determined by both methods. Copyright (C) 1998 Elsevier Science B.V.

Original languageEnglish
Pages (from-to)123-129
Number of pages7
JournalJournal of Chromatography A
Volume816
Issue number2
DOIs
Publication statusPublished - aug. 14 1998

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ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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