| Popis: |
Three novel chiral packing materials for high-performance liquid chromatography were prepared by covalently binding of (2S)-N-(3, 5-dimethylphenyl)-2-[(4-chloro-3, 5-dinitrophenyl)carbonylaminolpropan-amide (7), (2S)-N-(3, 5-dimethylphenyl)2-[(4-chloro-3, 5-dinitrophenyl)carbonylamino]-4-methylpentanamide (8), and (2S)-N(3, 5-dimethylphenyl)-2-[(4-chloro-3, 5-dinitrophenyl)carbonyl-amino]-2-phenylacetamide (9) to aminopropyl silica. The resulting chiral stationary phases (CSPs 1-3) proved effective for the resolution of racemic 4-aryl-3, 4-dihydro-2(1H)-pyrimidone derivatives (TR 1-14). The mechanism of their enantioselection, supported by the elution order of (S)-TR 13 and (R)-TR 13 and molecular modeling of the complex of the slower running (S)-TR 13 with CSP 1 is discussed. |
