NEW TYPE OF DERIVATIZATION REAGENTS FOR LIQUID CHROMATOGRAPHIC RESOLUTION OF ENANTIOMERIC HYDROXYL COMPOUNDS

抄録

Two sensitive chiral derivatization reagents, (+)- and (-)-2-methyl-1, 1'-binaphthalene-2'-carbonyl nitriles, have been newly developed. These were prepared from dimethyl 1, 1'-binaphthalene-2, 2'-dicarboxylate in several steps. Enantiomeric alcohols were readily condensed with the chiral reagent in the presence of triethylamine under mild conditions. The diastereomeric esters formed from enantiomeric hydroxy acids were efficiently resolved by high-performance liquid chromatography on a normal phase column with n-pentane/ethyl acetate. These were highly responsive to a fluorescence detector (excitation wavelength 342 nm ; emission wavelength 420 nm) with a detection limit of 200 pg.