Selective biphasic systems for the resolution of propranolol enantiomers, 6th International Conference on Ionic Liquid based Materials

Abstract

Since enantiomers may have different biological properties, the use of racemates for the treatment of diseases can complicate the biological action of pharmaceuticals. For this reason, the commercialization of racemates should be increasingly prioritized. The synthesis of enantiopure molecules is difficult. Thus, the synthesis of racemates followed by their chiral resolution is often considered an easier and cost-effect alternative.[1] The resolution of pharmaceuticals can be accomplished by the employment of enantioselective liquid-liquid extraction (ELLE). ELLE is composed of two non-miscible phases that allow the optimization of enantioseparation through the addition of a chiral selector, such as chiral ionic liquids (CIL) or tartaric acid derivatives. The introduction of chiral selectors in ELLE may improve its selectivity, contributing to a high performant extraction/separation approach. In this work, CILs and tartaric acid derivatives were used in biphasic systems as chiral selectors, aiming to separate R/S-propranolol (R/S-PRP) enantiomers. The effect of the length of the alkyl chain of the tartaric acid derivatives was studied, being di-pentyl-L-tartrate the most effective tartaric acid derivative with a selective of 2.6. The most promising system was applied in centrifugal partition chromatography to further improve the enantiomeric purification rates.publishe