反应详情

To 100 mg (0.42 mmol) of 4-methoxy-3-methyl-5-(2,2,2-trifluoro-acetoxymethyl)-benzofuran-2-carboxylic acid was added 256 mg (1.5 eq) of (S)-2-(4′-amino-biphenyl-4-sulfonylamino)-3-methyl-butyric acid tert-butyl ester, BOP (185 mg, 1 eq), N,N-diisopropylethylamine (54 mg, 1 eq) and 4 mL of DMF. The mixture was stirred at room temperature for 48 h. Brine was added and the mixture was extracted with ethyl acetate. The combined organic solution was washed with 2N HCl and water. Removal of the solvent from the organic solution gave the crude product, which was purified by column chromatography on silica gel to give 89 mg of (S)-2-{4′-[(5-hydroxymethyl-4-methoxy-3-methyl-benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-3-methyl-butyric acid tert-butyl ester as an off white solid.

1. extractionthe mixture was extracted with ethyl acetate
2. washThe combined organic solution was washed with 2N HCl and water
3. customRemoval of the solvent from the organic solution
4. customgave the crude product, which
5. customwas purified by column chromatography on silica gel