Separation of enantiomers of beta-lactams by HPLC using cyclodextrin-based chiral stationary phases

The enantiomeric separation of 12 beta-lactam compounds on 3 native cyclodextrin and 6 derivatized beta-cyclodextrin stationary phases was evaluated using high performance liquid chromatography (HPLC). The dimethylphenyl carbamate functionalized chiral stationary phase (CSP) (Cyclobond I 2000 DMP) separated 11 of the 12 beta-lactams in the reversed phase mode. The dimethylated beta-cyclodextrin column (Cyclobond I 2000 DM) was the second most effective CSP and it separated 8 of the 12 compounds. The reversed phase separation mode was the most effective approach. The effects of the composition and the flow rate on enantioseparations were studied. The effect of the structure of the substituents on the beta-lactams was examined.