Seco C-nucleoside analogs of the 1,2,4-triazole.
The seco C-nucleosides 3-(1,2,3,4,5-penta-O-acetyl-D-gluco- and D-galacto-pentitol-1-yl)-1H-1,2,4-triazoles (6 and 7) were obtained in one pot by deamination and dethiolation of 4-amino-3-(D-gluco- and D-galacto-pentitol-1-yl)-5-mercapto-1,2,4-triazoles (1 and 2), respectively, using sodium nitrite in orthophosphoric acid and subsequent acetylation. The structures were confirmed by using 1H, 13C and 2D NMR spectra, DQFCOSY, HMQC and HMBC experiments. The favored conformational structures were deduced from the vicinal coupling constants of the protons.
el Ashry
el-S A
el-SA
Chemistry Department, Faculty of Science, Alexandria University, Alexandria, Egypt.
Awad
L F
LF
D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000138:chemical synthesis*; D014230:Triazoles / Q000138:chemical synthesis*
D009705:Nucleosides; D014230:Triazoles