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Tipo: Artigo de Periódico
Título : Chemoenzymatic synthesis of (S)-Pindolol using lipases
Autor : Lima, Gledson Vieira
Silva, Marcos Reinaldo da
Fonseca, Thiago de Sousa
Lima, Leandro Bezerra de
Oliveira, Maria da Conceição Ferreira de
Lemos, Telma Leda Gomes de
Zampieri, Dávila de Souza
Santos, José Cleiton Sousa dos
Molinari, Francesco
Mattos, Marcos Carlos de
Gonçalves, Luciana Rocha Barros
Palabras clave : Pindolol;Lipases;Biocatalysis;Chemoenzymatic synthesis;Enzymatic kinetic resolution;Pseudomonas fluorescens
Fecha de publicación : 2017
Editorial : Applied Catalysis A: General
Citación : GONÇALVES, L. R. B. et al. Chemoenzymatic synthesis of m(S)-Pindolol using lipases. Applied Catalysis A: General, vol. 546, p. 7-14, 2015
Abstract: A straightforward chemoenzymatic synthesis of (S)-Pindolol has been developed. The key step involved the enzymatic kinetic resolution of rac-2-acetoxy-1-(1H-indol-4-yloxy)-3-chloropropane with lipase from Pseudomonas fluorescens via hydrolytic process to obtain enantiomerically enriched halohydrin (2S)-1-(1H-indol-4-yloxy)-3-chloro-2-propanol (96% ee) and (2R)-2-acetoxy-1-(1H-indol-4-yloxy)-3-chloropropane (97% ee). The latter was subjected to a hydrolysis reaction catalyzed by Candida rugosa leading to (2R)-1-(1H-indol-4-yloxy)-3-chloro-2-propanol (97% ee), followed by a reaction with isopropylamine, producing (S)-Pindolol (97% ee) in quantitative yield.
URI : http://www.repositorio.ufc.br/handle/riufc/67164
ISSN : 1873-3875
Aparece en las colecciones: DEQ - Artigos publicados em revista científica

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