Use of Immobilized Amine Transaminase from Vibrio fluvialis under Flow Conditions for the Synthesis of (S)-1-(5-Fluoropyrimidin-2-yl)-ethanamine
Articolo
Data di Pubblicazione:
2020
Citazione:
Use of Immobilized Amine Transaminase from Vibrio fluvialis under Flow Conditions for the Synthesis of (S)-1-(5-Fluoropyrimidin-2-yl)-ethanamine / R. Semproli, G. Vaccaro, E.E. Ferrandi, M. Vanoni, T. Bavaro, G. Marrubini, F. Annunziata, P. Conti, G. Speranza, D. Monti, L. Tamborini, D. Ubiali. - In: CHEMCATCHEM. - ISSN 1867-3880. - 12:5(2020 Mar), pp. 1359-1367. [10.1002/cctc.201902080]
Abstract:
We report on the covalent immobilization of the (S)-selective amine transaminase from Vibrio fluvialis (Vf-ATA) and its use in the synthesis of (S)-1-(5-fluoropyrimidin-2-yl)-ethanamine, a key intermediate of the JAK2 kinase inhibitor AZD1480. Immobilized Vf-ATA on glyoxyl-agarose (activity recovery: 30 %) was used in a packed-bed reactor to set-up a continuous flow biotransformation coupled with a straightforward in-line purification to circumvent the 2-step process described in literature for the batch reaction. The newly developed biotransformation was run in a homogeneous system including dimethyl carbonate as a green co-solvent. Optically pure (S)-1-(5-fluoropyrimidin-2-yl)-ethanamine (ee >99 %) was isolated in 35 % yield.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
biocatalysis; flow chemistry; chiral amines; transaminase; immobilization
Elenco autori:
R. Semproli, G. Vaccaro, E.E. Ferrandi, M. Vanoni, T. Bavaro, G. Marrubini, F. Annunziata, P. Conti, G. Speranza, D. Monti, L. Tamborini, D. Ubiali
Link alla scheda completa: