As a part of investigation of the synthesis and reaction of 1-halogeno derivatives of amino-monosaccharides, 3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-d-glucopyranosyl chloride and 2,3,4-tri-O-benzyl-6-(N-benzylacetamido)-6-deoxy-α-d-glucopyranosyl chloride have been synthesized. Attempts to prepare α-glycosides from these benzyl derivatives proved to be practical, giving cyclohexyl 3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-d-glucopyranoside and cyclohexyl 2,3,4-tri-O-benzyl-6-(N-benzylacetamido)-6-deoxy-α-d-glucopyranoside as main products. Removal of the masking groups gave cyclohexyl α-glucosides of 3-amino-3-deoxy-d- and 6-amino-6-deoxy-d-glucose respectively. A number of related derivatives have been described.
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Koto et al. (1968) studied this question.