Differently N-protected 3, 4, 6-tri-O-acetyl-2-amino-2-deoxy-D-glucopyranosyl chlorides and their application in the synthesis of diosgenyl 2-amino-2-deoxy-β-D- …

…, A Walczewska, D Grzywacz, A Sikorski, B Liberek…

Index: Bednarczyk, Dorota; Walczewska, Agata; Grzywacz, Daria; Sikorski, Artur; Liberek, Beata; Myszka, Henryk Carbohydrate Research, 2013 ,  vol. 367, p. 10 - 17

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Citation Number: 7

Abstract

Four differently N-protected 3, 4, 6-tri-O-acetyl-2-amino-2-deoxy-d-glucopyranosyl chlorides were synthesized and used as glycosyl donors in reactions with diosgenin. The following amine group protections were tested: trifluoroacetyl (TFA), 2, 2, 2-trichloroethoxycarbonyl (Troc), phthaloyl (Phth), and tetrachlorophthaloyl (TCP). Products of glycosylation were deprotected to yield diosgenyl 2-amino-2-deoxy-β-d-glucopyranoside. The efficiency of ...