97576-84-6Relevant 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 OF A BRANCHED MANNOHEXAOSIDE, A PART STRUCTURE OF A HIGH-MANNOSE-TYPE GLYCAN OF A GLYCOPROTEIN
Ogawa, Tomoya,Nukada, Tomoo
, p. 135 - 152 (2007/10/02)
The synthesis is described of a branched mannohexaoside derivative, propyl 6-O--α-D-mannopyranoside, which corresponds to the non-reducing-end part-structure of a high-mannose-type g
THE SYNTHESIS OF 2-O-α-D-GALACTOPYRANOSYL-D-GALACTOPYRANOSE AND 2-O-(2-O-α-D-GALACTOPYRANOSYL-α-D-GALACTOPYRANOSYL)-D-GLUCOPYRANOSE UNDECA-ACETATE
Doboszewski, Bogdan,Zamojski, Aleksander
, p. 29 - 38 (2007/10/02)
The synthesis of 2-O-α-D-galactopyranosyl-D-galactopyranose was accomplished by condensation of 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl chloride with 2,2,2-trichloroethyl 3,4,6-tri-O-benzyl-α-D-galactopyranoside in the presence of mercuric cyanide.The
STEREOSELECTIVITY IN THE DEHYDRATIVE GLYCOSYLATION WITH HEPTA-O-BENZYL-GLUCOBIOSES
Morishima, Naohiko,Koto, Shinkiti,Irisawa, Terumi,Hashimoto, Yosuke,Yamazaki, Masayo,et al.
, p. 1383 - 1384 (2007/10/02)
Dehydrative glycosylation of benzyl 2,3,4-tri-O-benzyl α-D-glucopyranoside with hepta-O-benzyl-kojibiose, -sophorose, -nigerose, -laminaribiose, -maltose, -cellobiose, -isomaltose, and -gentiobiose gave 16 linear trisaccharide derivatives.The reaction of α(1->2)-, β(1->3)-, α(1->4)-, and β(1->6)-linked biose derivatives shows the α-selectivity, while the reaction of the others does the β-selectivity.
