SYNTHESIS AND CONFORMATIONAL ANALYSIS OF PSEUDOSUGAR ANALOGUES OF CHITOTRIOSE*

…, A Rottmann, A Germer, E Kleinpeter…

Index: Thiele, Gabriela; Rottmann, Antje; Germer, Antje; Kleinpeter, Erich; Spindler, Klaus-Dieter; Synstad, Bjornar; Eijsink, Vincent G. H.; Peter, Martin G. Journal of Carbohydrate Chemistry, 2002 , vol. 21, # 6 p. 471 - 489

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Citation Number: 7

Abstract

EDC mediated coupling of the 4-O-succinoyl glycosyl azide 2 with glycosylamine 3 gave the protected glycosylazide 4. Hydrogenation of 4 afforded the glycosylamine 5. Chemoselective hydrolysis of the reducing end glycosylamine, followed by hydrogenation afforded N, N ″-diacetylpseudochitotriose 7. Coupling of 5 with heterocyclic or with Cbz protected aliphatic amino acids yielded glycosyl amides 8–12. Deprotection of 11 and 12 ...

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