Collect. Czech. Chem. Commun. 1988, 53, 1795-1805
https://doi.org/10.1135/cccc19881795

6-Amino-6-deoxyhexonolactams

Karel Kefurt, Zdeňka Kefurtová and Jiří Jarý

Laboratory of Monosaccharides, Prague Institute of Chemical Technology, 166 28 Prague 6

Abstract

6-Azido-6-deoxy-D-mannose (III), prepared from methyl 4,6-O-benzylidene-α-D-mannopyranoside, 6-azido-6-deoxy-D-talose (XI), prepared from methyl 6-azido-2,3-O-isopropylidene-α-D-mannopyranoside (VII) via 4-keto derivative VIII, and 6-azido-6-deoxy-L-idose (XVIII), obtained from 5,6-anhydro-1,2-O-isopropylidene-β-L-idofuranose, on oxidation with bromine and subsequent reduction of the azido group afforded the corresponding 6-amino-6-deoxyhexonolactams V, XV, and XXI. 6-Amino-6-deoxyhexonic acids IV and XIV were also prepared.