An easy stereospecific synthesis of 1-amino-2, 5-anhydro-1-deoxy-D-mannitol and arylamino derivatives

S Claustre, F Bringaud, L Azéma, R Baron, J Périé…

Index: Claustre, Samantha; Bringaud, Frederic; Azema, Laurent; Baron, Rudi; Perie, Jacques; Willson, Michele Carbohydrate Research, 1999 , vol. 315, # 3-4 p. 339 - 344

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Citation Number: 20

Abstract

1-Amino-2, 5-anhydro-1-deoxy-d-mannitol and a series of arylamino derivatives were prepared by nitrous acid deamination of 2-amino-2-deoxy-d-glucose and subsequent reductive amination of the resulting 2, 5-anhydro-d-mannose. Some of these compounds showed an enhanced affinity for the hexose transporter of Trypanosoma brucei as compared to d-fructose.