par Nys, Manon ;Verheijden, J.P.
Référence Bulletin des Sociétés chimiques belges, 69, 1-2, page (57-62)
Publication Publié, 1960
Article révisé par les pairs
Résumé : 1‐azido‐2,3,5‐tri‐0‐benzoyl‐α‐D‐lyxofuranose (VII) has been synthetized as follow: perbenzoylation of methyl‐D‐lyxofuranoside (IV m. p. 93‐94°) gives methyl‐2,3,5‐tri‐O‐benzoyl‐D‐lyxofuranoside (V) which is selectively hydrolysed (AcOH sat. with HBr) and acetylated ((Ac)2O + pyridine) to l‐acetyl‐2,3,5‐tri‐O‐benzoyl‐D‐lyxofuranose (VI m. p. 104‐104,5°). This acetate is converted to 1‐azido‐2,3,5‐tri‐O‐benzoyl‐α‐D‐lyxofuranose (VII) by chlorodeacetylation (HCl in ether) followed by azidodechlorination (NaN3 in CH3CN). Work on the condensation of this azidosugar with active methylene compounds is under way. Copyright © 1960 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim