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  • Column liquid chromatography  (2)
  • Springer  (2)
  • 1
    ISSN: 1612-1112
    Keywords: Column liquid chromatography ; Chiral stationary phases ; Succinimido carbamate intermediates ; Amino acid enantiomers
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary Chiral stationary phases (CSPs) for liquid chromatography were prepared by the way of an activated carbamate intermediate. The amino group of aminopropylsilyl silica gel was first activated by carbamylation with disuccinimido carbonate (DSC). The obtained activated carbamate silica gel (ACsil) proved useful as an intermediate for the preparation of urea-type CSPs. The reaction of ACsil with (S)- of (R)-1-(α-naphthyl)-ethylamine gave naphthylethylurea type CSPs. These CSPs were also obtained directly from aminopropylsilyl silica gel by its reaction with optically active (S)- or (R)-succinimido 1-(α-naphthyl)ethyl carbamate (SINEC). Several phenylthiohydantoin amino acid enantiomers and p-bromophenylcarbamyl amino acid enantiomers were resolved on the CSPs by elution with aqueous mobile phase.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1612-1112
    Keywords: Column liquid chromatography ; Chrial separations ; Succinimido carbamate derivatives ; Propranolol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary A chiral derivatization reagent having activated succinimido carbamate moieties were developed for the optical resolution of enantiomeric amines by high-performance liquid chromatography. Succinimido R-(+)- or S-(−)-1-phenylethyl and R-(+)- or S-(−)-1-(α-naphthyl)-ethyl carbamates were synthesized by the reaction of optically active phenylethyl and naphthylethyl amines with discuccinimido carbonate (DSC). These reagents reacted with both primary and secondary amine enantiomers such as amino acids and β-amino alcohols to give the corresponding diastereomeric urea derivatives. These diastereomers were efficiently separated by reversed-phase liquid chromatography and detected by their absorption or the fluorescence of the chromophores. The chiral derivatization procedure was applied to the separation and determination of enantiomeric propranolol in serum.
    Type of Medium: Electronic Resource
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