反应详情

To a solution of the compound of Example 14 (0.997 g, 2.05 mmol) in acetonitrile (20 mL) is added potassium carbonate (0.284 g, 2.05 mmol) and the reaction mixture stirred for 0.5 hr. (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (0.817 g, 2.05 mmol) is added to the reaction mixture and the reaction stirred for 12 hr. The reaction mixture is filtered and the filtrate concentrated under reduced pressure on a rotary evaporator to give a crude product. The crude product is purified by column chromatography on silica gel eluted with ethyl acetate-hexane (2:8) to yield the title compound (1.0 g, 60%). MS m/z 801.1 (M+.+1); 1H NMR (CDCl3, 200 MHz) δ 5.65 (C-6 pyran H, d, J5,6=8 Hz).

1. stirringthe reaction stirred for 12 hr
2. filtrationThe reaction mixture is filtered
3. concentrationthe filtrate concentrated under reduced pressure on a rotary evaporator
4. customto give a crude product
5. customThe crude product is purified by column chromatography on silica gel
6. washeluted with ethyl acetate-hexane (2:8)