Cyclisation by double reductive amination of 2-acetamino-2-deoxy-D-xylo-hexos-5-ulose with N-2 protected L-lysine derivatives provided 2-acetamino-1,2-dideoxynojirimycin derivatives without any observable epimer formation at C-5. Modifications on the lysine moiety gave access to lipophilic derivatives that exhibited improved hexosaminidase inhibitory activities.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3276585PMC
http://dx.doi.org/10.1016/j.tetasy.2009.02.015DOI Listing

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