- Benzyl derivatives of N-2,4-dinitrophenyl-D-glucosamine and their use for oligosaccharide synthesis
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Four tri-O-benzyl derivatives of 2-deoxy-2-(2,4-dinitroanilino)-D- glucopyranose were synthesized. Glycosylation using 3,4,6-tri-O-benzyl-2- deoxy-2-(2,4-dinitroanilino)-D-glucopyranose as glycosyl donor and a reagent mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and triethylamine produced β-glycosides with complete selectivity. Starting from benzyl 3,6-di-O-benzyl-2-deoxy-2-(2,4-dinitroanilino)-β-D- glucopyranoside as acceptor, O-α-D-galactopyranosyl-(1 → 4)-O-β-D- galactopyranosyl-(1 → 4)-2-acetamido-2-deoxy-D-glucopyranose, the human blood-group P1-antigenic determinant, was synthesized.
- Koto, Shinkiti,Hirooka, Motoko,Yago, Kazuo,Komiya, Mitsuo,Shimizu, Toshio,Kato, Kumi,Takehara, Tsunehiko,Ikefuji, Ayami,Iwasa, Ayako,Hagino, Saho,Sekiya, Michiyo,Nakase, Yozo,Zen, Shonosuke,Tomonaga, Fumiya,Shimada, Shigehiko
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p. 173 - 183
(2007/10/03)
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