Chiral Separation of Ketoprofen Enantiomers by Preparative and Simulated Moving Bed Chromatography

• Type: Article in International Scientific Journal
• Date: 2011

Authors

Ribeiro, AE (Author) Other; Gomes PS (Author) FMDUP; Pais, LS (Author) Other; Alírio Rodrigues (Author) FEUP

Journal

Title: Separation Science and Technology

Vol. 46 No. 13

Pages: 1726-1739

ISSN: 0149-6395

Publisher: Taylor & Francis

Indexing

ISI Web of Knowledge - 21 Citations

Scopus - 27 Citations

Other information

Authenticus ID: P-002-ZGP

DOI: 10.1080/01496395.2011.582070

Abstract (EN): The pharmaceutical industry is now directed to the market of more safety and efficient drugs, based on single enantiomers. Ketoprofen, still used as a racemic pharmaceutical drug, belongs to the profens class, one of the most representative of the non-steroidal anti-inflammatory drugs. This work presents the chiral separation of ketoprofen enantiomers by simulated moving bed technology, using a laboratory scale unit ( the FlexSMB-LSRE1) with six columns, packed with the Chiralpak AD1 stationary phase (20 mu m). A comparative study between a mobile phase composed of a traditional high hydrocarbon content (10% ethanol/90% n-hexane/0.01% TFA) and a strong polar organic composition (100% ethanol= 0.01% TFA) is presented. The study includes the measurement of the adsorption isotherms, elution, and frontal chromatography experiments, carried out on a SMB column for both compositions. The results obtained allowed the prediction and optimization of the SMB operation. Using pure ethanol as solvent and a racemic feed concentration of 40 g/L, purities above 98.6% on both outlet streams were obtained, with a productivity of 3.84 (gfeed)/(L-bed.hr) and a solvent consumption of 0.78L(solvent)/g(feed). The results obtained in the experimental separation of ketoprofen enantiomers by SMB chromatography indicates that pure ethanol presents better performances than the classic high hydrocarbon content composition.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 14