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Separation of the stereoisomers of azalanstat (RS-2 1607-197), a substituted imidazolyl-l,3-dioxolane which acts as a potent inhibitor of lanosterol 14a-demethylase in cholesterol biosynthesis, and its ketal tosylate intermediate was achieved by chiral high performance liquid chromatography. Resolution of all four stereoisomers of azalanstat was accomplished by normal phase separation of the diastereomers on a short silica gel column coupled on-line to a Chiralpak AS amylose carbamate phase chiral column for resolution of the enantiomers. A reversal in elution order of the cis-(2S,4S) and cis-(2R,4R) enantiomers of the ketal tosylate intermediate of azalanstat was exhibited by an Ultron ES-OVM ovomucoid protein bonded-1653

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