Am. Dyas et al., INFLUENCE OF THE STRUCTURE OF THE ALCOHOLIC MODIFIER ON THE ENANTIOSELECTIVE SEPARATION OF NADOLOL, Journal of chromatography, 660(1-2), 1994, pp. 249-253
The influence of the structure of the alcoholic modifier of the mobile
phase on the liquid chromatographic separation of the optical isomers
of nadolol on a Pirkle-type chiral stationary phase was investigated.
The isomers were separated as their chiral 1-naphthylureides on a col
umn consisting of 3,5-dinitrobenzoyl-L-leucine covalently bound to 3-m
u m aminopropylsilica, using an eluent consisting of n-hexane modified
with an alcohol. A number of straight-chain, branched and unsaturated
alcohols with carbon numbers ranging from 1 to 8 were evaluated. The
choice of alcohol influenced both retention and selectivity, with opti
mum stereoselectivity being observed for C-3. The alcoholic modifiers
selectively affected the retention and resolution of the two pairs of
enantiomers that constitute nadolol. Thus chromatograms displaying two
, three or four peaks could be obtained, depending on which modifier w
as employed. The best separation of all four isomers was achieved with
ethanol as the modifier.