Mh. Hyun et al., RESOLUTION OF AMIDE DERIVATIVES OF NAPROXEN ON PIRKLE-TYPE PI-ACIDIC CHIRAL STATIONARY PHASES, Bulletin of the Korean Chemical Society, 16(8), 1995, pp. 764-768
A chiral recognition model which explains the chiral resolution behavi
or of N-alkyl amide derivatives of naproxen on the Pirkle type pi-acid
ic CSPs derived from N-(3,5-dinitrobenzoyl)-(R)-phenylglycine and N-(3
,5-dinitrobenzoyl)-(S)-leucine has been proposed. Based on the propose
d model, an effort to improve the resolution of racemic naproxen deriv
atives on the CSP has been devoted and consequently, N-alkyl N-aryl am
ides of naproxen or N-alkyl N-cyclohexyl amides of naproxen have been
found to be resolved quite well on a Pirkle type pi-acidic CSP. Based
on the reciprocity conception of chiral recognition, CSPs which might
show excellent resolving ability for pi-acidic racemic compounds have
been suggested.