[C:1]([S:5][S:6][CH2:7][C@@H:8]([C:10]([OH:12])=[O:11])[NH2:9])([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])=O.[K+].[K+].Cl[C:20]([O:22][CH2:23][CH:24]([CH3:26])[CH3:25])=[O:21]>CC#N.O>[C:1]([S:5][S:6][CH2:7][CH:8]([NH:9][C:20]([O:22][CH2:23][CH:24]([CH3:26])[CH3:25])=[O:21])[C:10]([OH:12])=[O:11])([CH3:4])([CH3:2])[CH3:3]To S-tert-butylmercapto-L-cysteine (10 g, 47.8 mmol) in CH3CN (40 mL) was added K2CO3 (16.5 g, 119.5 mmol) in H2O (20 mL). After stirring for 15 minutes, iso-butyl chloroformate (9.4 mL, 72 mmol) was injected slowly. The reaction was allowed to run for 3 hours. The white solid was filtered through Celite; the filtrate was concentrated to remove CH3CN. The residue was dissolved in ethyl acetate (200 mL), washed with 1N HCl (40 ml×3), brine (40×1), dried over Na2SO4. The title compound was obtained after chromatography (5% MeOH/DCM).
불러오는 중…
