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Synthesis of the Bis-Tetrahydropyrano[2,3-b:2′,3′-e] Piperazine Ring System: A New Tricyclic Heterocycle from D-Glucosamine
Journal article   Peer reviewed

Synthesis of the Bis-Tetrahydropyrano[2,3-b:2′,3′-e] Piperazine Ring System: A New Tricyclic Heterocycle from D-Glucosamine

Robert J. Kerns, Toshihiko Toida and Robert J. Linhardt
Journal of carbohydrate chemistry, Vol.15(5), pp.581-590
07/01/1996
DOI: 10.1080/07328309608005676

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Abstract

2-Amino-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranose was transformed into its bis(tetrahydropyranyl)piperazine dimer (4) by reaction with 1,1′-thionyldiimidazole or 1,1′-sulfonyldiimidazole. This dimeric form of glucosamine is the first representative of this previously unknown heterocyclic ring system.

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