反应详情

A solution of tetrabutylammonium fluoride (1M in THF) (0.439 mL, 0.44 mmol) was added to a stirred solution of (S)-2-(tert-butyldimethylsilyloxy)-3-cyclobutoxy-N-(5-methylpyridin-2-yl)propanamide (Intermediate R5) (80 mg, 0.22 mmol) in tetrahydrofuran (5 mL). The resulting solution was stirred at room temperature for 4 hours. The reaction mixture was concentrated and diluted with ethyl acetate (20 mL) and washed sequentially with water (5 mL) and saturated brine (5 mL). The organic layer was dried (MgSO4) and evaporated. The crude product was purified by flash silica chromatography, eluting with 0 to 60% ethyl acetate in isohexane to afford the product (46.0 mg, 84%).

1. concentrationThe reaction mixture was concentrated
2. additiondiluted with ethyl acetate (20 mL)
3. washwashed sequentially with water (5 mL) and saturated brine (5 mL)
4. dry with materialThe organic layer was dried (MgSO4)
5. customevaporated
6. customThe crude product was purified by flash silica chromatography
7. washeluting with 0 to 60% ethyl acetate in isohexane