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Synthesis of heparin fragments. A chemical synthesis of the pentasaccharide O-(2-deoxy-2-sulfamido-6-O-sulfo-α-d-glucopyranosyl)-(1→ 4)-O-(β-d- …

…, P Duchaussoy, I Lederman, J Choay, P Sinaÿ…

文献索引:Petitou, Maurice; Duchaussoy, Philippe; Lederman, Isidore; Choay, Jean; Sinay, Pierre; et al. Carbohydrate Research, 1986 , vol. 147, p. 221 - 236

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被引用次数: 144

摘要

Abstract Known allyl 4, 6-O-benzylidene-α-d-glucopyranoside was first converted into methyl (prop-1-enyl 2, 3-di-O-benzyl-4-O-chloroacetyl-α-d-glucopyranosid)-uronate. Acid hydrolysis, followed by treatment with (bromomethylene) dimethylammonium bromide, gave methyl (2, 3-di-O-benzyl-4-O-chloroacetyl-α-d-glucopyranosyl bromide) uronate. Condensation of this bromide with 3-O-acetyl-1, 6-anhydro-2-azido-2-deoxy-β-d- ...