Synthesis and anomeric configuration of 2-(erythrofuranosyl)benzimidazole C-nucleoside analogues

Anomeric 2-(α- and β-d-erythrofuranosyl)benzimidazole C-nucleoside analogues 2 and 3, were prepared from the corresponding epimeric 2-(d-arabino, and d-ribo-tetritol-1-yl)benzimidazole analogues 1 and 4, respectively. Similarly, 2-(β-l-erythrofuranosyl)benzimidazole 13 was obtained from the precursor 2-(l-arabino-tetritol-1-yl)benzimidazole 12. The structure and anomeric configuration of the C-nucleoside analogues 2, 3, and 13 were determined by acylation, 1H and 13C NMR spectroscopy, and mass spectrometry.