Nucleosides 5(15): synthesis of novel 1,2,4-triazolo[3,4-c]-1,2,4-triazole nucleosides.
Ribosylation of 3-methylthio-5-phenyl-1,2,4-triazole (1) with ribose derivative 2 gave the protected 1,2,4-triazole-nucleoside 3, which reacted with hydrazine hydrate to afford the 3-hydrazino-1,2,4-triazole derivative 5. Reaction of 5 with aromatic aldehydes yielded the corresponding hydrazones 6, which cyclized under bromination in acetic acid to give 8. Debenzoylation of 8 afforded novel 1,2,4-triazolo[3,4-c]-1,2,4-triazole nucleosides 9.
Mosselhi
M A N
MA
Chemistry Department, Faculty of Science, Cairo University, Giza, Egypt. mosselhi2008@hotmail.com
Neidlein
R
R
D019342:Acetic Acid / Q000737:chemistry; D001966:Bromine / Q000737:chemistry; D003500:Cyclization; D006835:Hydrazones / Q000737:chemistry; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
D006835:Hydrazones; D009705:Nucleosides; D014230:Triazoles; C045575:1,2,4-triazole; D019342:Acetic Acid; D001966:Bromine