Trifluoroacetic acid → Ethyl (3S,4R)-4-amino-3-(prop-2-en-1-yloxy)piperidine-1-carboxylate

Participants

Reaction Steps

Ethyl (3S,4R)-4-[(tert-butoxycarbonyl)amino}-3-(prop-2-en-1-yloxy)piperidine-1-carboxylate (Intermediate 17, 5 g, 12.7 mmol) was dissolved in dichloromethane (200 mL) and trifluoroacetic acid (9.79 mL, 127 mmol) was added. The reaction mixture was allowed to stir for 3 h at room temperature. The reaction mixture was basified with saturated sodium bicarbonate solution (pH ˜8) and the layers were separated. The aqueous layer was extracted with dichloromethane; organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 2.7 g (93.24%). MS (ES) (M+H): 228. for C11H20N2O3.

Provenance & Evidence