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Carbohydrate research

Preparation of disaccharides having a β-D-mannopyranosyl group from N-phthaloyllactosamine derivatives by double or triple SN2 substitution

J Alais, S David

文献索引:Alais, Jocelyne; David, Serge Carbohydrate Research, 1990 , vol. 201, # 1 p. 69 - 77

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被引用次数: 61

摘要

Abstract Condensation of 1, 2, 3, 4, 6-penta-O-acetyl-β-d-galactopyranose with methyl 3, 6- di-O-benzyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, followed by alkaline methanolysis, gave a derivative of lactosamine that has an unsubstituted β-d-galactopyranosyl group. Tributyltin oxide-mediated allylation gave a good yield of the 3′-O-allyl (9) and a poor yield of the 3′, 6′-di-O-allyl ether (8). Protection of 9 at O-6′ was achieved by reductive ...