Új királis derivatizáló reagens szintézise és alkalmazása aminocsoportot tartalmazó vegyületek enantiomerjeinek folyadékkromatográfiás elválasztására

Translated title of the contribution: Synthesis and application of a new chiral derivatizing agent to the liquid chromatographic enantioseparation of amino compounds

Research output: Contribution to journalArticle

Abstract

A new isothiocyanato-type CDA, (R,R)- or (S,S)-DANI, was designed for the indirect HPLC enantioseparation of primary and secondary amino compounds. The new reagent is readily available in enantiomerically pure form (≥99,5%) after a straightforward two-step synthesis. It is stable chemically and stereochemically both in the solid and in the solution phase. It is available in both enantiomeric forms, allowing the appropriate selection of the elution sequence. The kinetics of derivatization was studied in detail for α-amino acids. By optimizing the reaction conditions (pH, reagent excess, temperature), the quantitativeness of derivatizations was ensured. As concerns the HPLC analyses of the thiourea derivatives formed, significant differences were found between the selectivities of the organic modifiers applied; in most cases, MeOH proved much more effective than MeCN with respect to both retention times and resolutions. The sequence of elution of the diastereomers was studied, but no general rule could be found. In conclusion, the new CDA was capable of the resolution of most of the investigated analytes.

Translated title of the contributionSynthesis and application of a new chiral derivatizing agent to the liquid chromatographic enantioseparation of amino compounds
Original languageHungarian
Pages (from-to)173-184
Number of pages12
JournalMagyar Kemiai Folyoirat, Kemiai Kozlemenyek
Volume108
Issue number4
Publication statusPublished - Apr 1 2002

ASJC Scopus subject areas

  • Chemistry(all)

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