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Bioprocess Biosyst Eng ; 28(4): 227-33, 2006 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-16215728

RESUMO

A lipase catalysed enantioselective hydrolysis process under in situ racemization of the remaining (R)-ibuprofen ester substrate with sodium hydroxide as the catalyst was developed for the production of S-ibuprofen from (R,S)-ibuprofen ester in isooctane. Detailed investigations on parameters study indicated that 0.5 M NaOH, addition of 20% (v/v) co-solvent (dimethyl sulphoxide), operating temperature of 45 degrees C, and 40 mmol/L substrate gave 86% conversion and 99.4% optical purity of S-ibuprofen in dynamic kinetic resolution. Meanwhile, in common enzymatic kinetic resolution process, only 42% conversion of the racemate and 93% enantiomeric excess of the product was obtained which are of lower values as compared to dynamic kinetic resolution. The S-ibuprofen produced during each process was evaluated and approximately 50% increment in concentration of S-acid product was produced when dynamic kinetic resolution was applied into the process.


Assuntos
Técnicas de Química Combinatória/métodos , Ibuprofeno/síntese química , Lipase/química , Modelos Químicos , Hidróxido de Sódio/química , Simulação por Computador , Hidrólise , Isomerismo , Cinética , Temperatura
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