339570-33-1Relevant academic research and scientific papers
Glycosylation using 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-glucose, - galactose, and -mannose with the aid of p-nitrobenzenesulfonyl chloride- silver trifluoromethanesulfonate-triethylamine system
Koto, Shinkiti,Asami, Kazuyasu,Hirooka, Motoko,Nagura, Kazuo,Takizawa, Mizue,Yamamoto, Satoko,Okamoto, Nami,Sato, Mitsuko,Tajima, Hiromi,Yoshida, Toyosaku,Nonaka, Nobuo,Sato, Tadaaki,Zen, Shonosuke,Yago, Kazuo,Tomonaga, Fumiya
, p. 765 - 777 (2007/10/03)
This report describes a simple synthesis of 2-azido-3,4,6-tri-O-benzyl- 2-deoxy-D-glucopyranose. Glycosylation using this as well as 2-azido-3,4,6- tri-O-benzyl-2-deoxy-D-galactopyranose and -mannopyranose was achieved with the aid of a reagent system consisting of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and triethylamine, and its modifications. O-(2-Acetamido-2-deoxy-β-D-glucopyranosyl)-(1 → 4)-O-α-D-mannopyranosyl- (1 → 4)-a-D-mannopyranose, the repeating unit of the main chain of the O- specific cell wall polysaccharide of E. coli 058 was synthesized.
Electrophilic Azidation of 2-Deoxy-aldono-1,5-lactones: an Alternative Route to 2-Azido-2-deoxy-aldopyranoses
Dupradeau, Francois-Yves,Hakomori, Sen-itiroh,Toyokuni, Tatsushi
, p. 221 - 222 (2007/10/02)
Electrophilic azidation of tri-O-benzyl-2-deoxy-D-galactono-1,5-lactone 3 with triisopropylphenylsulfonyl azide, followed by selective reduction with diisobutylaluminium hydride, yielded tri-O-benzyl-2-azido-2-deoxy-D-galactopyranose 5 as the sole product
