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

摘要

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.