反应详情

To a solution of 5-(1-(benzyloxycarbonylamino)-2-(3-tert-butyl-4-hydroxylphenyl)ethyl)imidazolidine-2,4-dione (543 mg, 1.28 mmol) in methanol (10 ml), 10% palladium carbon (55 mg) was added and stirred at room temperature in a hydrogen atmosphere for 3 hours. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure; to a solution of the thus obtained residue in THF (13 ml), Z-N-Me-Val-OH (509 mg, 1.92 mmol), CMPI (491 mg, 1.92 mmol) and TEA (0.535 ml, 3.84 mmol) were added under cooling with ice and stirred at room temperature for 3 hours. The reaction mixture was mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated to remove the solvent under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=2:1), giving the titled compound (365 mg, 53%).

1. filtrationThe reaction mixture was filtered
2. concentrationthe filtrate was concentrated under reduced pressure
3. temperatureunder cooling with ice
4. extractionextracted with ethyl acetate
5. washThe organic layer was washed with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. customevaporated
8. customto remove the solvent under reduced pressure