Facile preparation of indoxyl- and nitrophenyl glycosides of lactosamine and isolactosamine

Abstract

The synthesis of the novel indoxyl glycosides of N-acetyl-lactosamine (X-LacNAc) and N-acetyl-isolactosamine (X-LNB) is reported employing glycosyl chlorides in a facile phase transfer glycosylation, followed by mild decarboxylation and finally deacetylation. Correspondingly the ortho-nitrophenol and para-nitrophenol glycosides of LacNAc and LNB could be obtained. © 2014 The Royal Society of Chemistry.