反应详情

993 mg (2.16 mmol) of N-[N-(tert-butoxycarbonyl)-3-methyl-L-valyl]-3-cyclopentyl-L-alanine benzyl ester and 1.23 g (6.47 mmol) of 4-toluenesulphonic acid hydrate were dissolved in 20 ml of acetonitrile and the solution was stirred at room temperature for 2 hours. The solvent was removed by evaporation and the residue was triturated with diethyl ether and filtered off. The solid obtained was added to a mixture of 602 mg (2.16 mmol) of N-(tert-butoxycarbonyl)-2-methyl-L-phenylalanine, 338 mg (2.21 mmol) of 1-hydroxybenzotriazole, 576 mg (3 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 345 mg (3 mmol) of N-ethylmorpholine in 20 ml of dichloromethane and stirred at roomtemperature for 18 hours. The solution was extracted with 2M hydrochloric acid and saturated sodium bicarbonate solution, then dried over anhydrous magnesium sulphate and evaporated. Chromatography of the residue on silicagel using ethyl acetate/ petrol (3:7) for the elution gave 990 mg of N-[N-[N-(tert-butoxycarbonyl)-2-methyl-L-phenylalanyl]-3-methyl-L-valyl]-3-cyclopentyl-L-alanine benzyl ester as a white solid; MS: m/e 622 [M+H].

1. customThe solvent was removed by evaporation
2. customthe residue was triturated with diethyl ether
3. filtrationfiltered off
4. customThe solid obtained
5. stirringstirred at roomtemperature for 18 hours
6. extractionThe solution was extracted with 2M hydrochloric acid and saturated sodium bicarbonate solution
7. dry with materialdried over anhydrous magnesium sulphate
8. customevaporated
9. washfor the elution