ENANTIOSEPARATION IN THE SYNTHESIS OF MYOINOSITOL PHOSPHATES BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY USING A BETA-CYCLODEXTRIN-BONDED COLUMN

A study of chromatographic enantioseparation in the synthesis of DL-my o-inositol derivatives by HPLC is presented. All intermediates in the synthesis of fully protected DL-myo-inositol 1,4,5-trisphosphate and s ome isomers thereof could be separated using a commercially available analytical beta-cyclodextrin-bonded column. The retention behaviour of the inositol derivatives under reversed-phase conditions using methan ol and acetonitrile as organic modifiers was investigated. In contrast to fully protected myo-inositol derivatives, the fully protected inyo -inositol phosphates could be separated. Although enantiomeric separat ions were successful in the majority of cases, anticipation of chiral recognition for the derivatives is complicated. In knowledge of our re sults successful separation requires a benzyl ether and/or a cyclohexy lidene ketal.