Cl.[O:2]=[CH:3][C@H:4]([C@H:6]([C@H:8]([CH2:10][OH:11])[OH:9])[OH:7])[OH:5].[CH3:12]O>>[CH3:12][O:2][CH:3]1[O:9][C@@H:8]([CH2:10][OH:11])[C@H:6]([OH:7])[C@@H:4]1[OH:5]A cold solution of dry hydrogen chloride (4;4 g, 0.12 mmol) in methanol (100 mL) was slowly added to the solution of L-(+)-ribose 1 (50 g, 0.33 mole in methanol (1000 mL) at room temperature. After addition, the solution was stirred for 2.5 h and quenched with pyridine (100 mL). The mixture was stirred for 10 min and the solvent was evaporated. The residue was dissolved in pyridine (100 mL) and the resulting solution was concentrated to dryness to give 1-O-methyl-L-ribofuranose 2 as a pale-yellow syrup.
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