675588-93-9Relevant academic research and scientific papers
Thiosugars. X. Novel nucleoside analogues derived from 4-thio-L-lyxofuranose
Wirsching, Joern,Voss, Juergen,Giesler, Anja,Kopf, Juergen,Adiwidjaja, Gunadi,Balzarini, Jan,De Clercq, Erik
, p. 1867 - 1897 (2003)
1-O-Acetyl-2,3,5-tri-O-benzyl-4-thio-L-lyxofuranose 1 was transformed into O-benzyl- and O-acetyl-protected 1-(4-thio-L-lyxofuranosyl) nucleoside derivatives by use of the TMSOTf method. Debenzylation with boron tribromide or deacetylation with sodium methoxide yielded the corresponding pyrimidine (7-11, 17, 18, 26 and 27) and purine (29 and 34) nucleoside analogues. The anomeric configurations were determined by NMR spectroscopy and, in the case of the 5-halo- (7-9) and nitrouridine derivative 11 and the 6-methylcytidine derivative 27, by X-ray structural analyses. - The unprotected nucleosides were not anti-virically inhibitory at 250 μM.
