反应详情

tert-butyl ((4aS,5S,7aS)-7a-(2-fluoro-5-(5-methoxypyrazine-2-carboxamido)phenyl)-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate, synthesized in preparation example 2-(2), (6.71 g, approx. purity 90%) was dissolved in DCM (20 mL) and TFA (10 mL) was added. After stirring at RT for 2 h, the reaction mixture was evaporated and sodium bicarbonate (sat., aq., 50 mL) was added. The mixture was extracted with EtOAc (2×100 mL), and the combined organic portions dried over MgSO4, evaporated, and purified by silica gel chromatography (0% to 50% EtOAc in DCM) to afford the title compound as a white solid (3.26 g). 1H NMR (400 MHz, CDCl3) δ ppm 2.81 (dd, J=13.4, 3.8 Hz, 1H), 3.08 (dt, J=7.7, 3.7 Hz, 1H), 3.18 (dd, J=13.4, 3.3 Hz, 1H), 3.88 (dd, J=8.6, 2.5 Hz, 1H), 4.09 (s, 3H), 4.43-4.73 (m, 6H), 7.10 (dd, J=11.9, 8.8 Hz, 1H), 7.55 (dd, J=7.1, 2.8 Hz, 1H), 7.91-8.00 (m, 1H), 8.17 (d, J=1.3 Hz, 1H), 9.04 (d, J=1.0 Hz, 1H), 9.51 (s, 1H)

1. customthe reaction mixture was evaporated
2. additionsodium bicarbonate (sat., aq., 50 mL) was added
3. extractionThe mixture was extracted with EtOAc (2×100 mL)
4. dry with materialthe combined organic portions dried over MgSO4
5. customevaporated
6. custompurified by silica gel chromatography (0% to 50% EtOAc in DCM)