678142-26-2Relevant academic research and scientific papers
Anhydroazasugars as key intermediates in the stereocontrolled preparation of azasugars and their ethyl thioglycosides
Fuentes, Jose,Sayago, Francisco J.,Illangua, Jose M.,Gasch, Consolacion,Angulo, Manuel,Pradera, M. Angeles
, p. 603 - 615 (2007/10/03)
Bicyclic azasugar thioglycosides, a new type of azasugar and alkaloid derivative, are stereoselectively prepared from easily available glycosylenamines (D-gluco and L-rhamno configurations), via 1,4-anhydroazasugar derivatives. Polyhydroxylated pyrrolidines (nonreducing pyrrolidine azasugars) are also prepared by reduction with sodium cyanoborohydride of the same 1,4-anhydroazasugars. The stereochemical assignments of the new stereogenic centres are based on NMR experiments, including a study of the interproton distances from quantitative treatment of NOE data and molecular modeling.
