TETRAACETYLRIBOFURANOSE

532-20-7

108-24-7

28708-32-9

The general procedure for the synthesis of (3R,4R,5R)-5-(acetyloxymethyl)tetrahydrofuran-2,3,4-triyl triacetate from the compound (CAS:532-20-7) and ethanoic anhydride was carried out as follows: peroxoacetylation of natural carbohydrates was carried out according to the literature procedure under the catalysis of pyridine with appropriate modifications. A mixture of carbohydrate (1.0 mmol), ethanoic anhydride (1.9 mL; 20 mmol) and pyridine (3 mL) was stirred and reacted at 25°C for 24 hours. After completion of the reaction, the reaction mixture was diluted with 5 mL of dichloromethane, and the organic phase was washed sequentially with 1 mol/L hydrochloric acid (3 × 5 mL), saturated sodium bicarbonate solution (3 × 5 mL), and brine (5 mL). The organic layer was dried with anhydrous sodium sulfate and subsequently concentrated under reduced pressure to afford the fully-O-acetylated carbohydrate derivative. The structures of the resulting fully acetylated carbohydrates were in agreement with those reported in the literature through physical properties and spectroscopic data.