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- W2080721841 abstract "Acetylation of l-fucose (6-deoxy-l-galactose) with acetic anhydride and sodium acetate, followed by treatment of the resulting syrup with hydrogen bromide in acetic acid, gave 2,3,4-tri-O-acetyl-α-l-fucopyranosyl bromide (1). Treatment of this compound with benzyl alcohol in the presence of silver oxide gave the crystalline benzyl 2,3,4-tri-O-acetyl-β-l-fucopyranoside (2). Catalytic de-esterification afforded benzyl β-l-fucopyranoside (3), which was converted into benzyl 3,4-O-isopropylidene-β-l-fucopyranoside (4). The Koenigs-Knorr reaction of compound 1 with 4 in the presence of mercuric cyanide afforded the crystalline disaccharide, benzyl 3,4-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-α-l-fucopyranosyl)-β-l-fucopyranoside (5). Removal of the protecting groups gave crystalline 2-O-α-l-fucopyranosyl-l-fucopyranose (8), identical with a disaccharide previously isolated from fucoidin." @default.
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- W2080721841 date "1967-05-01" @default.
- W2080721841 modified "2023-10-12" @default.
- W2080721841 title "Synthesis of 2-O-α-l-fucopyranosyl-l-fucopyranose" @default.
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- W2080721841 doi "https://doi.org/10.1016/s0008-6215(00)85001-6" @default.
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