反应详情

(S)-2-{[1-(3-Fluoro-benzenesulfonyl)-piperidine-2-carbonyl]-amino}-3-[4-(3-fluoro-propoxy)-phenyl]-propionic acid (compound 18b) (80 mg, 0.16 mmol), (S)-1-methoxy-2-propylamine (14 mg, 0.16 mmol), 1-hydroxybenzotriazole (30 mg, 0.22 mmol) and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (39 mg, 0.20 mmol) were mixed in dichloromethane (2 mL). The mixture was stirred overnight at room temperature. The reaction mixture was diluted with dichloromethane, washed twice with a saturated aqueous sodium bicarbonate solution, and the organic layer was dried over magnesium sulfate. After manual filtration and subsequent concentration the resulting oil was chromatographed on silica gel (dichloromethane/methanol, 9/1) on silica gel to provide 66 mg (72%) of the title compound. MS: m/e 582.2 (M+H). 1H NMR (300 MHz, d6-DMSO): δ0.75-1.60 (m, 9H), 1.85-2.15 (m, 3H), 2.75 (m, 1H), 2.85 (m, 1H), 3.10 (m, 1H), 3.20 (m, 1H), 3.60 (d, 1H, J=12 Hz), 3.85 (m, 1H), 4.00 (t, 2H, J=6 Hz), 4.30 (q, 1H J=7.5 Hz), 4.50 (m, 2H), 4.65 (t, 1H, J=6 Hz), 6.85 (d, 2H, J=9 Hz), 7.15 (d, 2H, J=9 Hz), 7.40 (m, 4H), 7.75 (d, 1H, J=9 Hz), 7.90 (d, 1H, J=6 Hz).

1. washwashed twice with a saturated aqueous sodium bicarbonate solution
2. dry with materialthe organic layer was dried over magnesium sulfate
3. filtrationAfter manual filtration and subsequent concentration the resulting oil
4. customwas chromatographed on silica gel (dichloromethane/methanol, 9/1) on silica gel