Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Syntheses of 2-Acetamido-2-deoxy-4-O-β-D-galactopyranosyl-D-glucopyranose (N-Acetyllactosamine) Derivatives
YOSHIO ITOHSETSUZO TEJIMA
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1983 Volume 31 Issue 2 Pages 727-729

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Abstract
In order to provide useful key intermediates for syntheses of complex oligosaccharides, anomeric 1, 2', 3', 4', 6, 6'-hexa-O-acetyl-N-acetyllactosamines (8 : α, and 9 : β) and the corresponding 3-O-benzyl ethers (5 : α, and 6 : β) were synthesized. Condensation of 1, 6-anhydro-3-O-benzyl-β-N-acetylglucosamine with acetobromogalactose by a conventional Koenigs-Knorr procedure, followed by selective acetolysis of the 1, 6-anhydro-β-linkage, provided 5 and 6. Debenzylation of 5 and 6 gave 8 and 9, respectively.
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© The Pharmaceutical Society of Japan
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