反应详情

To a suspension of N-[(1,1-dimethylethoxy)carbonyl]-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-L-phenylalanine methyl ester (8.8 mmol, 3.79 g) in ethanol (20 mL) was added aqueous 1.0 N sodium hydroxide (17.57 mL) at room temperature. The mixture was stirred for 2 h at room temperature. Then, the mixture was diluted with water (50 ml) and the ethanol was removed under reduced pressure. The aqueous solution was washed with diethyl ether (100 mL) to remove any neutral impurities. The aqueous layer was acidified with 1.0 N HCl and the product was extracted into ethyl acetate (2×100 mL). The combined organic extracts were washed with brine solution (200 mL) and were dried over anhydrous magnesium sulfate. Filtration of the drying agent and concentration of the filtrate afforded 3.44 g (94% yield) of N-[(1,1-dimethylethoxy)carbonyl]-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-L-phenylalanine as a light brown foam solid. ES-HRMS m/e calcd for C21H27N3O6 (M+Na) 440.1792, found 440.1792.

1. customthe ethanol was removed under reduced pressure
2. washThe aqueous solution was washed with diethyl ether (100 mL)
3. customto remove any neutral impurities
4. extractionthe product was extracted into ethyl acetate (2×100 mL)
5. washThe combined organic extracts were washed with brine solution (200 mL)
6. dry with materialwere dried over anhydrous magnesium sulfate
7. filtrationFiltration of the drying agent and concentration of the filtrate