The Synthesis of Hybrids of <scp>D</scp>‐Galactose with 1‐Deoxynojirimycin Analogues as Glycosidase Inhibitors

Abstract

Sweet stop: Sugar–azasugar hybrids as enzyme inhibitors and leads for drug discovery are presented. Three hybrids 3 of D-galactose with analogues of 1-deoxynojirimycin were prepared from 3,4,6-tri-O-benzyl-2-nitro-D-galactal (1) by using ring-closing metathesis as a key reaction (see scheme); Bn=benyzl, Boc=tert-butoxycarbonyl, n=0,1, R=Ac/Boc, R1=H/OAc, R2=H/OAc, R3=H/OAc, R4=H/OAc.