Acetic Acid → 1-tert-butyl 3-methyl (3R,5S)-5-[(2-methylpropyl)amino]piperidine-1,3-dicarboxylate

Participants

Reaction Steps

1-tert-Butyl 3-methyl (3R*,5S*)-5-aminopiperidine-1,3-dicarboxylate (370 mg) was dissolved in methanol (10 ml), isobutyraldehyde (0.137 ml), acetic acid (85 μl) and sodium triacetoxyborohydride (759 mg) were added and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, and the concentrated solution was basified with aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the object compound (439 mg) as an oil.

Provenance & Evidence