Chemoenzymatic total synthesis of rotigotine via IRED-catalyzed reductive amination.
Org Biomol Chem
; 22(19): 3843-3847, 2024 05 15.
Article
em En
| MEDLINE
| ID: mdl-38618942
ABSTRACT
A short and chemoenzymatic synthesis of rotigotine using an IR-36-M5 mutant is reported. Focusing on the residues that directly contact the 2-tetralone moiety, we applied structure-guided semi-rational design to obtain a double-mutant F260W/M147Y, which showed a good isolated yield and S-stereoselectivity >99% toward 2-aminotetralin synthesis. Furthermore, the utility of this biocatalytic protocol was successfully demonstrated in the enantioselective synthesis of rotigotine via enzymatic reductive amination as the key step.
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1
Base de dados:
MEDLINE
Assunto principal:
Tetra-Hidronaftalenos
/
Tiofenos
Idioma:
En
Ano de publicação:
2024
Tipo de documento:
Article