RESUMEN

Stereoisomers of nadolol were derivatized with S-(-)-menthyl chloroformate((-)-MCF) forming their diastereomers, RSR-nadolol-(-)-MCF, SRS-nadolol-(-)-MCF, RRS-nadolol-(-)-MCF and SSRnadolol-(-)-MCF. Diastereomeric mixture were then chromatographically resolved by preparative HPLC (JAIGEL-ODS-BP-L, 500 × 25 mm column) eluted with methanol-water (84:16, v/v) at flow rate 2.5 mL/min. RSR-nadolol-(-)-MCF diastereomer was hydrolyzed with 5% LiOH at 80°C for 48 h, and the decomposed mixture was further purified by semi-preparative HPLC. The purity and final yield of RSR-nadolol were 99.97% and 12.95%, respectively.

Asunto(s)

Antagonistas Adrenérgicos beta/química , Antagonistas Adrenérgicos beta/aislamiento & purificación , Formiatos/química , Indicadores y Reactivos/química , Nadolol/química , Nadolol/aislamiento & purificación , Cromatografía Líquida de Alta Presión , Calor , Hidrólisis , Isomerismo , Espectroscopía de Resonancia Magnética , Espectrometría de Masa por Ionización de Electrospray , Espectroscopía Infrarroja por Transformada de Fourier , Espectrometría de Masas en Tándem , Tecnología Farmacéutica/métodos , Factores de Tiempo