173097-98-8Relevant academic research and scientific papers
On the way to glycoprocessing inhibitors. Synthesis of an imidazo-L-xylo-piperidinose derivative
Frankowski,Deredas,Le Nouen,Tschamber,Streith
, p. 1837 - 1842 (1995)
An eight-step synthetic sequence led from the known D-xylo-pentodialdose 8 to imidazo-L-xylo-piperidinose 15, the key steps being the build-up of imidazole compound 12 by a van Leusen methodology and the intramolecular S(N)2 ring closure of the O-triflated benzylidene derivative 13. xylo-Piperidinose 15 appears in a half-chair conformation like the oxocarbonium ions which are the postulated intermediates in the glycoprocessing of the pyranose polysaccharides. This bicyclic azasugar should be a glycosidase inhibitor.
