250710-44-2Relevant academic research and scientific papers
A Novel approach to β-(1-→4)-linked thiodisaccharides starting from disulfide sugars
Wenzl, Irmgard,Kaehlig, Hanspeter,Unger, Frank M.,Schmid, Walther
, p. 1137 - 1145 (1999)
Glycosylation of monosaccharides 4, 8, and 10 containing an intramolecular disulfide bridge by applying Helferich-conditions and an excess of acctobromohexose 5 or 11 as donor substrate yielded 6-thiocyanato-β-(1-→4)-thiodisaccharides 6, 9, and 12 regio-and stereospecifically in moderate to good yields. In addition, the formation of trisaccharides 7 and 13 could be observed, albeit in low yield. This novel route for thioglycoside formation may open access to a variety of bioactive disaccharide analogues.
