84396-49-6Relevant academic research and scientific papers
The synthesis of some epoxyalkyl β-C-glycosides as potential inhibitors of β-glucan hydrolases
Best, Wayne M.,Ferro, Vito,Harle, Julia,Stick, Robert V.,Tilbrook, D. Mathew G.
, p. 463 - 472 (2007/10/03)
The treatment of tetra-O-benzyl-D-glucono-1,5-lactone with various alkenylmagnesium halides gave the intermediate lactols which, upon reduction (Et3SiH/BF3) and protecting group manipulation, yielded alkenyl tetra-O-acetyl-β-D-C-gluc
Dehydrative Glycosylation Using Heptabenzyl Derivatives of Glucobioses and Lactose
Koto, Shinkiti,Morishima, Naohiko,Shichi, Sonoko,Haigoh, Hisamitsu,Hirooka, Motoko,et al.
, p. 3257 - 3274 (2007/10/02)
Dehydrative glycosylations of the 2-, 3-, 4-, and 6-OH groups of D-glucopyranose with hepta-O-benzyl derivatives of glucobioses (O-D-glucopyranosyl-(1->n)-D-glucopyranose; n = 2, 3, 4, or 6) and lactose, in the presence of a ternary mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and triethylamine in dichloromethane showed that the selectivity of the reaction depended on the anomeric configuration and the linking position to the reducing tribenzylglucose moiety of the nonreducing tetrabenzylglucosyl residue and on the class of the OH group to be glycosylated.The use of a quaternary mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, N,N-dimethylacetamide, and triethylamine made all but the β(1->2)-linked biosyl donor undergo α-condensation.Several new linear trisaccharides were obtained via debenzylation of the condensates.
