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Spectinomycin chemistry part 1 characterization of a 5a 9a epi 4r di hydro spectinomycin derivative

, : Spectinomycin chemistry part 1 characterization of a 5a 9a epi 4r di hydro spectinomycin derivative. Journal of Organic Chemistry 43(22): 4355-4359

The identification of a diastereomeric derivative of 4(R)-dihydrospectinomycin, having the reversed absolute stereochemistry in the cyclitol ring, is reported. The chemical transformations providing the unequivocal proof of a structure for this compound take advantage of the instability of the diastereomeric skeleton relative to that of spectinomycin.

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