CD and NMR assignment of the anomeric configuration of 4-(5-deoxy-alpha,beta-l-arabinofuranosyl)-2-phenyl-2H-1,2,3-triazole C-nucleoside analogs.
Acid-catalyzed dehydrative cyclization of 5-deoxy-L-manno-pentitol-1-yl)-2-heptulose bisphenylhydrazone and subsequent reflux with copper sulfate gave an anomeric mixture of 4-(5-deoxy-alpha,beta-L-arabinofuranosyl)-2-phenyl-2H-1,2,3-triazole C-nucleoside analogs. The mixture was separated by chromatography, and the anomeric compositions configurations of the components were determined by CD, NMR, mass spectroscopy, and acylation.
Sallam
Mohammed A E
MA
Chemistry Department, Faculty of Science, Alexandria University, Alexandria, Egypt. maesallam@yahoo.com
D001087:Arabinonucleosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D002942:Circular Dichroism; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry
D001087:Arabinonucleosides; D014230:Triazoles