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http://repositorio.ufc.br/handle/riufc/67164| Type: | Artigo de Periódico |
| Title: | Chemoenzymatic synthesis of (S)-Pindolol using lipases |
| Authors: | 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 |
| Keywords: | Pindolol;Lipases;Biocatalysis;Chemoenzymatic synthesis;Enzymatic kinetic resolution;Pseudomonas fluorescens |
| Issue Date: | 2017 |
| Publisher: | Applied Catalysis A: General |
| Citation: | 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 |
| Appears in Collections: | DEQ - Artigos publicados em revista científica |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| 2017_artlrbgonçalves.pdf | 504,89 kB | Adobe PDF | View/Open |
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