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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Albendazole sulfoxide enantiomers: Preparative chiral separation and absolute stereochemistry

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Author(s):
Lourenco, Tiago C. [1] ; Batista, Jr., Joao M. [2] ; Furlan, Maysa [2] ; He, Yanan [3] ; Nafie, Laurence A. [4] ; Santana, Cesar C. [5] ; Cass, Quezia B. [1]
Total Authors: 7
Affiliation:
[1] Univ Fed Sao Carlos, Dept Chem, BR-13565905 Sao Carlos, SP - Brazil
[2] Sao Paulo State Univ UNESP, Dept Organ Chem, BR-14800900 Araraquara, SP - Brazil
[3] BioTools Inc, Jupiter, FL 33458 - USA
[4] Syracuse Univ, Dept Chem, Syracuse, NY 13244 - USA
[5] State Univ Campinas UNICAMP, Sch Chem Engn, Dept Biotechnol Proc, BR-13083970 Campinas, SP - Brazil
Total Affiliations: 5
Document type: Journal article
Source: Journal of Chromatography A; v. 1230, p. 61-65, MAR 23 2012.
Web of Science Citations: 19
Abstract

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. (AU)

FAPESP's process: 09/17138-0 - Methods for quantification of small molecules in biological fluids: the use of restricted access media columns for direct injection of samples
Grantee:Quezia Bezerra Cass
Support Opportunities: Regular Research Grants
FAPESP's process: 09/18515-1 - Simulated moving bed chromatography (Varicol): a case study for the purification of enantiomers
Grantee:Tiago de Campos Lourenço
Support Opportunities: Scholarships in Brazil - Doctorate
FAPESP's process: 07/02872-4 - Application of simulated moving beds with variable zone lenght (Varicol) for the obtention of enantiomers of biologically active compounds
Grantee:Cesar Costapinto Santana
Support Opportunities: Research Projects - Thematic Grants