Enzymic glycosylation of (+/-)-(3,5/4,6)-3,6-diazido-4,5-dihydroxycyclohexene. A way to prepare stereochemically pure and enzyme resistant, basic pseudo-disaccharides as competitive enzyme inhibitors

Article abstract of DOI:10.1016/0008-6215(95)00132-D

By β-D-galactosylation of (+/-)-(3,5/4,6)-3,6-diazido-4,5-dihydroxycyclohexene, pure (+)-(3,5/4,6)-3,6-diazido-4-O-(β-D-galactopyranosyl)-5-hydroxycyclohexene (3) was obtained.The diamine (+)-(1,3/2,6)-3,6-diamino-1-O-(β-D-galactopyranosyl)-2-hydroxycyclo