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Racemic O-isopropylidene derivative of N,N′-diethoxycarbonyl-2-deoxystreptamine was glucosidized with 2,3,4,6-tetra-O-benzyl-α-d-glucopyranosyl chloride to afford two kinds of position isomers of α-glucoside, which led to 4-O-(α-d-glucopyranosyl)- and 6-O-(α-d-glucopyranosyl)-2-deoxystreptamine. Structural assignments were made by the determination of Δ[M] of the glucosides in a tetramminecopper(II) sulfate solution.
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Nishimura et al. (1970) studied this question.
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