126777-85-3Relevant academic research and scientific papers
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.
SYNTHESIS AND CHARACTERIZATION OF 1-O-α-LACTOSYL-(R,S)-GLYCEROLS AND 1-O-α-LACTOSYL-3-O-β-LACTOSYL-(R,S)-GLYCEROLS
Hronowski, Lucian J. J.,Szarek, Walter A.,Hay, George W.,Krebs, Anita,Depew, William T.
, p. 91 - 104 (2007/10/02)
Coupling of 2,3,6,2',3',4',6'-hepta-O-benzyl-α-lactosyl bromide with an equimolar amount of 1-O-acetyl-2-O-benzyl-(R,S)-glycerols in the presence of tetraethylammonium bromide and 4 Angstroem molecular sieves in 1,2-dichloroethane afforded 3-O-acetyl-2-O-
