Page 31 - Modern Derivatization Methods for Separation Sciences

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Ibuprofen, a well known non-steroidal antiinflammatory agent (NSAID), is a derivative of
2phenylpropionate. This type of NSAID has a chiral center in its 2-phenylpropionate moiety and is
administered clinically as a racemic mixture except for S(+)-naproxane. Because these compounds
undergo metabolic chiral inversion from the inactive Renantiomers to their pharmacologically active
Senantiomers [6], it is essential to know their enantiospecific disposition.

For this purpose, many optically active amines have been applied as chiral derivatization reagents
because NSAIDs have a carboxyl functional group, which is easily transformed into the amide group,
on a chiral carbon center, i.e., L-leucinamide [7], 1-phenylethylamine [8], 1-(1-naphthyl)ethylamine [9],
1-(4-dimethylaminonaphthalen-1-yl)ethylamine [10].

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