Tetrahydrofuran → 2-amino-5-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbenzamide

Participants

Reaction Steps

To a solution of benzyl (4-{[tert-butyl(dimethyl)silyl]-oxy}-2-{[methoxy(methyl)amino]carbonyl}phenyl)carbamate (91 g, 0.20 mol) in ethanol (250 ml)-tetrahydrofuran (250 ml) was added 5% palladium-carbon (25 g), and the mixture was stirred at room temperature under a hydrogen atmosphere for 12 hrs. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was crystallized from n-hexane to give 2-amino-5-{[tert-butyl(dimethyl)silyl]oxy}-N-methoxy-N-methylbenzamide (44 g, yield 70%) as white crystals.

Provenance & Evidence