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The behavior of chitin towards anhydrous hydrogen fluoride. Preparation of β-(1→4)-linked 2-acetamido-2-deoxy-d-glucopyranosyl oligosaccharides

✍ Scribed by Claude Bosso; Jacques Defaye; Alain Domard; Andrée Gadelle; Christian Pedersen

Book ID
108309023
Publisher
Elsevier Science
Year
1986
Tongue
English
Weight
672 KB
Volume
156
Category
Article
ISSN
0008-6215

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A convenient access to β-(1 → 4)-linked
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✍ Jacques Defaye; Andrée Gadelle; Christian Pedersen 📂 Article 📅 1994 🏛 Elsevier Science 🌐 English ⚖ 695 KB

beta-(1-->4)-Linked 2-amino-2-deoxy-D-glucopyranosyl oligosaccharides, in the form of their alpha-glucopyranosyl fluorides at the reducing end, were obtained by fluorolysis of chitosan in anhydrous hydrogen fluoride at room temperature. The average dp depended on the reaction time and was convenient

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## Dissolution of 2-acetamido-2-deoxy-D-glucose (1) or -D-galactose (2) in anhydrous hydrogen fluoride, followed by addition of methanol, gave stereospecifitally the corresponding methyl J?-D-glycopyranosides 7 and 8. When solutions of 1 or 2 in hydrogen fluoride were slowly evaporated, mixtures o