Convenient enzymatic resolution of (R,S)‐2‐methylbutyric acid catalyzed by immobilized lipases |
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| Authors: | Mateus Mittersteiner Bruna Luiza Linshalm Ana Paula Furlan Vieira Patrícia Bulegon Brondani Dilamara Riva Scharf Paulo Cesar de Jesus |
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| Affiliation: | 1. Departamento de Química, Universidade Regional de Blumenau, Blumenau, SC, Brazil;2. Departmento de Ciências Exatas e Educa??o, Universidade Federal de Santa Catarina, Blumenau, SC, Brazil |
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| Abstract: | The application of several immobilized lipases has been explored in the enantioselective esterification of (R,S)‐2‐methylbutyric acid, an insect pheromone precursor. With the use of Candida antarctica B, using hexane as solvent, (R)‐pentyl 2‐methylbutyrate was prepared in 2 h with c 40%, eep 90%, and E = 35, while Thermomyces lanuginosus leads to c 18%, eep 91%, and E = 26. The (S)‐enantiomer was obtained by the use of Candida rugosa or Rhizopus oryzae (2‐h reaction, c 34% and 35%, eep 75 and 49%, and E = 10 and 4, respectively). Under optimal conditions, the effect of the solvent, the molar ratio, and the nucleophile were evaluated. |
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| Keywords: | enantioselective esterification enzymatic acylation immobilized enzymes pheromones racemic acids |
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