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tert-butyl((S)-3-(4-nitrophenyl)-1-oxo-1-(((R)1,2,3,4-tetrahydronaphthalen-1-yl)amino)propan-2-yl)carbamate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
70%
To a solution of (S)-2-((tert-butoxycarbonyl) amino)-3-(4-nitrophenyl)propanoic acid (1.15 g, 3.71 mmol) in DMF (6 mE) were added EDC (1.0 g, 5.19 mmol) and 3H-[ 1 ,2,3]triazolo[4,5-b]pyridin-3-ol (0.50 g, 3.71 mmol). The reaction mixture was stirred at it for 5 mm, and treated with a solution of (R)-1,2,3,4-tetrahydronaphthalen- 1-amine (0.60 g, 4.08 mmol) in DMF (3 mE) and DIEA (1.30 mE, 7.41 mmol). The resulting mixture was stirred at it for 1 h. The reaction mixture was diluted with ethyl acetate and brine. The organic layer was separated and washed with saturated aq. NaHCO3 solution and brine successively. The organic layer was separated and dried over MgSO4. The filtrate was concentrated in vacuo and the residue was residue was purified by flash column chromatography (gradient elution from 0 to 20% of ethyl acetate/DCM) to afford the title compound (1.13 g, 70%) as a white solid. MS(ESI) mlz 440.3 (M+H).
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