methyl 4-((tert-butyldimethylsilyloxy)methyl)-2-(3,3-dimethylbutyl)pyridine-1(2H)-carboxylate → Methyl 4-((tert-butyldimethylsilyloxy)methyl)-2-(3,3-dimethylbutyl)piperidine-1-carboxylate

Participants

Reaction Steps

To a solution of methyl 4-((tert-butyldimethylsilyloxy)methyl)-2-(3,3-dimethylbutyl)-pyridine-1(2H)-carboxylate (3.63 g, 9.87 mmol) in ethyl acetate (60 mL) was platinum (IV) oxide (224 mg, 1 mmol) added. Hydrogenated at 6 bar in a Büchi hydrogenator for 3.5 h. The catalyst was filtered off and the filtrate evaporated to yield methyl 4-((tert-butyl-dimethylsilyloxy)methyl)-2-(3,3-dimethylbutyl)piperidine-1-carboxylate (3.62 g, 99%) as a colourless oil. MS m/z 372 (M+H)+

Provenance & Evidence