反应详情

N-methylmorpholine (0.077 mL, 0.702 mmol) was added to a stirred mixture of 4-(cyclopropyl((3aS,9R,9aR)-7-fluoro-4-(4-(trifluoromethoxy)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoic acid (150 mg, 0.281 mmol), HATU (133 mg, 0.351 mmol) and benzyl 3,4,5,6-tetrahydroxytetrahydro-2H-pyran-2-carboxylate (100 mg, 0.351 mmol) in acetonitrile (3 mL) and the mixture was stirred at room temperature for 3 h. TLC showed clean reaction (MeOH in DCM 10%). Solvent was removed and the residue was purified by column chromatography on silica gel (24 g prepacked column) eluting with DCM/MeOH gradient up to 20% MeOH to give benzyl 6-((4-(cyclopropyl((3aS,9R,9aR)-7-fluoro-4-(4-(trifluoromethoxy)benzoyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinolin-9-yl)amino)-4-oxobutanoyl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate 174A (0.23 g).

1. customSolvent was removed
2. customthe residue was purified by column chromatography on silica gel (24 g prepacked column)
3. washeluting with DCM/MeOH