反应详情

Under a nitrogen atmosphere 1.93 g (9.58 mmol) 4-nitrophenyl chloroformate was added to a solution of 1.17 g (9.58 mmol) 4-dimethylaminopyridine in 50 mL pyridine, stirred for 1.5 h at RT, combined with 3.0 g (9.58 mmol) methyl(R)-3-(4-benzyloxy-3,5-dimethyl-phenyl)-2-hydroxy-propionate and stirred for 20 min at RT. Then 2.35 g (9.58 mmol) 3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one were added and the mixture was stirred for 20 h at RT. The reaction mixture was evaporated down i.vac., the residue was taken up in EtOAc, the organic phase was washed with 10% KHSO4 and saturated NaHCO3 solution and dried over Na2SO4. After the desiccant and solvent had been eliminated the residue was purified by chromatography (silica gel, gradient Cyc/EtOAc 1:1 to 1:2).

1. stirringstirred for 20 min at RT
2. stirringthe mixture was stirred for 20 h at RT
3. customThe reaction mixture was evaporated down i.vac
4. washthe organic phase was washed with 10% KHSO4 and saturated NaHCO3 solution
5. dry with materialdried over Na2SO4
6. customwas purified by chromatography (silica gel, gradient Cyc/EtOAc 1:1 to 1:2)