4-Amino-1-Boc-piperidine → HCID 66759099, compound

Participants

Reaction Steps

To a stirred solution of potassium 5-{2,4-bis[(2-methoxyethoxy)methoxy]-6-(4-nitrophenoxy)phenyl}isoxazole-3-carboxylate (3.8 g, 6.6 mol) in DMF (50 mL) was added portion wise TBTU (2.34 g, 7.3 mmol, 1.1 eq.) at 0° C. After stirring for 20 minutes, a solution of tert-butyl 4-aminopiperidine-1-carboxylate (1.6 g, 8 mmol, 1.2 eq.) in DMF (25 mL) was added and the reaction was set-aside at room temperature overnight. The reaction mixture was taken up in ethyl acetate and thoroughly washed with water then with brine. After drying over Na2SO4, the solvent was removed and the residue was carefully chromatographed over silica gel eluting with a mixture of ethyl acetate/hexane 4/7 to provide the title compound (3.1 g, 65% yield).

Provenance & Evidence