Albendazole sulfoxide enantiomers: Preparative chiral separation and absolute stereochemistry
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Data
2012-03-23
Autores
Lourenco, Tiago C.
Batista, Joao M. [UNESP]
Furlan, Maysa [UNESP]
He, Yanan
Nafie, Laurence A.
Santana, Cesar C.
Cass, Quezia B.
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Título de Volume
Editor
Elsevier B.V.
Resumo
The enantiomeric separation of albendazole sulfoxide was carried out by simulated moving bed chromatography with variable zones (VARICOL). An overall recovery of 97% was achieved and enantiomeric ratios of 99.5% for raffinate and 99.0% for extract were attained. A total of 880 mg of (+)-albendazol sulfoxide and 930 mg of its antipode were collected after 55 cycles or 11 h of process, resulting in a mass rate of 2 g/day. Furthermore the absolute configuration of the enantiopure compounds was determined for the first time by vibrational circular dichroism (VCD) with the aid of theoretical calculations as (-)-(S) and (+)-(R)-albendazole sulfoxide. (C) 2012 Elsevier B.V. All rights reserved.
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Albendazole sulfoxide, Simulated moving bed chromatography, VARICOL process, Multimilligram enantiomeric separation, Vibrational circular dichroism, Absolute configuration
Como citar
Journal of Chromatography A. Amsterdam: Elsevier B.V., v. 1230, p. 61-65, 2012.