Separation of Nadolol Stereoisomers by Chiral Liquid Chromatography at Analytical and Preparative Scales

• Tipo: Artigo em Revista Científica Internacional
• Data: 2013

Autores

Ribeiro, AE (Autor) Outra; Alírio Rodrigues (Autor) FEUP; Pais, LS (Autor) Outra

Revista

Título: Chirality

Vol. 25

Páginas: 197-205

ISSN: 0899-0042

Editora: Wiley-Blackwell

Indexação

ISI Web of Knowledge - 3 Citações

Scopus - 1 Citação

Outras Informações

ID Authenticus: P-002-025

DOI: 10.1002/chir.22132

Abstract (EN): The separation of the four nadolol stereoisomers on Chiralpak (R) AD by chiral liquid chromatography was carried out at both analytical and preparative scales. A screening of possible mobile-phase compositions was performed using different alcoholhydrocarbon mixtures. The results obtained confirm the use of 20:80:0.3 ethanol-hexane-diethylamine reported by McCarthy (1994) but introduce other possibilities for the complete resolution of the four nadolol stereoisomers at analytical scale, namely, the mixtures 3040:7060:0.3 ethanol-heptane-diethylamine. Additionally, this work describes how retention and resolution depend on the ethanol content in hexane and heptane mixtures. The separation of nadolol stereoisomers is also carried out at preparative scale and different alcoholhydrocarbon compositions are proposed, depending on the target component to be obtained. Particularly, this work presents the experimental separation of the more retained nadolol stereoisomer (RSR-nadolol) by simulated moving bed (SMB) chromatography using an 80:20:0.3 ethanol-heptane-diethylamine mobile phase. For a 2 g/l feed concentration, RSR-nadolol is 100% recovered at the extract outlet stream, 100% pure, and with a system productivity of 0.65 gRSR-nadolol/(lbed.h) and a solvent consumption of 9.6 lsolvent/gRSR-nadolol. Chirality 25:197205, 2013. (c) 2013 Wiley Periodicals, Inc.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 9