Abstract
Racemic SK&F 106203 and its homologues can be directly separated on Chiralcel OD, Chiralpak AD and AS columns. The corresponding dimethyl esters, however, can only be resolved on the Chiralcel OD column. Hydrogen bonding between the carboxylic acid proton of the analyte and the chiral stationary phase appears critical for chiral recognition on Chiralpak AS column for these carboxylic acid compounds. Substitution at the 2 position of the parent phenyl ring appeared to aid chiral separation on Chiralcel OD column. The elution order of SK&F 106203 obtained on a Chiral OD column can also be reversed on a Chiralpak AS column.
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