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A lactoside primer, 12-azidododecyl β-lactoside, was synthesized via the Koenigs-Knorr method by glycosylation of 1,12-dodecyldiol with perbenzoylated lactosyl bromide. The presence of the 2-O-acyl substituent in the donor gave the β-lactoside, and an excess of acceptor ensured monoglycosylation of the diol. Mesylation of the ω-hydroxyl group in the aglycon, followed by displacement of the mesylate...
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