tert-butyl[(1R)-1-(1-naphthyl)ethyl][(4-phenylpiperidin-3-yl)methyl]carbamate → methyl 4-({[3-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-4-phenylpiperidin-1-yl]carbonyl}amino)-3-methoxybenzoate

Participants

Reaction Steps

To a solution of 150 mg of tert-butyl[(1R)-1-(1-naphthyl)ethyl][(4-phenylpiperidin-3-yl)methyl]carbamate in 0.140 mL of triethylamine and 3.0 mL of THF was added 155 mg of methyl 3-methoxy-4-{[(4-nitrophenoxy)carbonyl]amino}benzoate prepared in the same manner as in Production Example 11, followed by stirring at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain methyl 4-({[3-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-4-phenylpiperidin-1-yl]carbonyl}amino)-3-methoxybenzoate as a crude product (yellow foamy substance, 297 mg). ESI+: 652

Provenance & Evidence