反应详情

A solution of 2.30 g (5.77 mmol) of (R)-3-(2-benzyloxycarbonylaminoethylsulfanyl)-2-tert-butoxycarbonylaminopropionic acid, 0.60 ml (0.62 g, 5.77 mmol) of benzyl alcohol, 0.07 g (0.58 mmol) of 4-dimethylaminopyridine and 1.33 g (6.93 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride in 30 ml of dichloromethane was stirred at RT overnight. The reaction mixture was washed successively with 1N hydrochloric acid, 1N sodium bicarbonate solution and with water. After drying over sodium sulfate, filtering and concentrating, the residue was chromatographed on silica gel. 2.09 g of the title compound were obtained as a colorless oil. LC/MS (method C): Rt=3.63 min, m/z: 389.17 [M−Boc+H+].

1. washThe reaction mixture was washed successively with 1N hydrochloric acid, 1N sodium bicarbonate solution and with water
2. dry with materialAfter drying over sodium sulfate
3. filtrationfiltering
4. concentrationconcentrating
5. customthe residue was chromatographed on silica gel