21823-89-2Relevant academic research and scientific papers
SYNTHESIS; MOLECULAR CONFORMATION AND BIOLOGICAL ACTIVITY OF 6-AMINO-5-AZACYTIDINE
Piskala, Alois,Hanna, Naeem B.,Zajicek, Jaroslav,Cihak, Alois
, p. 2502 - 2511 (2007/10/02)
Reaction of N-ethoxycarbonylguanidine II with 2,3,5-tri-O-benzoyl-β-D-ribosyl isocyanate (II) afforded N-ethoxycarbonylamidinourea IV, which was cyclized by bis(trimethylsilyl)acetamide to the 6-ethoxy derivative VII.Ammono- and methanolysis of intermedia
Syntheses and Structure Assignments of Six Azolinone Ribonucleosides
Haines, David R.,Leonard, Nelson J.,Wiemer, David F.
, p. 474 - 482 (2007/10/02)
N-Ribosidation of a series of azolinones was achieved via silylation and SnCl4 catalysis.N-Ribosidation of 4-imidazolin-2-one gave 1-β-D-ribofuranosyl-4-imidazolin-2-one; of 1,2,4-triazolin-3-one gave 2- and 4-β-D-ribofuranosyl-1,2,4-triazolin-3-one, and 2,4-di-β-D-ribofuranosyl-1,2,4-triazolin-3-one; and of 2-tetrazolin-5-one gave 1-β-D-ribofuranosyl-2-tetrazolin-5-one and 1,4-di-β-D-ribofuranosyl-2-tetrazolin-5-one.Structure assignments were based on NMR and mass spectra, microanalytical data, and interconversions.The triazolinone monoriboside isomer structures were differentiated by 13C NMR long-range coupling patterns, and the assignments were confirmed by X-ray crystallography.New syntheses were developed for several of the ribonucleosides by fashioning the azolinone rings from 2,3,5-tri-O-benzoylribofuranosyl isocyanate.
