Synthesis of N-(fluoren-9-ylmethoxycarbonyl) glycopyranosylamine uronic acids

L Ying, J Gervay-Hague

Index: Ying, Laiqiang; Gervay-Hague, Jacquelyn Carbohydrate Research, 2004 , vol. 339, # 2 p. 367 - 375

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Citation Number: 21

Abstract

The synthesis of 10 N-(fluoren-9-ylmethoxycarbonyl) glycopyranosylamine uronic acids that are amenable to solid-phase synthesis is described. The general synthetic strategy involves initial incorporation of the protected amine, followed by selective TEMPO oxidation of C-6 hydroxyl groups to give the corresponding Fmoc-protected sugar amino acids. Amine incorporation may be accomplished from aminolysis of the free sugar or from glycosyl ...