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Abstract
Abstract 6-Bromo-6-deoxy-α-d-glucopyranosyl fluoride (2) was prepared in good yield from α-d-glucopyranosyl fluoride (1) by treatment with PPh3 and CBr4 in pyridine. Catalytic reduction of 2 gave the corresponding 6-deoxy-α-d-glucopyranosyl fluoride (3) while treatment with NaN3 in DMF gave the 6-azido-6-deoxy-α-d-glucopyranosyl fluoride (4). The latter could be reduced to the 6-amino-6-deoxyglucosyl fluoride (5) which was converted into the 6-acetamido-6-deoxy-α-d-glucopyranosyl fluoride (6). The C-6 modified glucosyl fluorides 2, 3, 4, and 6 are crystalline compounds.
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