375384-89-7Relevant academic research and scientific papers
SYNTHESIS OF FLUORO AND AZIDO DERIVATIVES OF PURINE NUCLEOSIDES STARTING FROM NUCLEOSIDE 2',3'-CYCLIC SULFATES
Kobylinskaya, V. I.,Shalamai, A. S.,Gladkaya, V. A.,Makitruk, V. L.,Kondratyuk, I. V.
, p. 712 - 715 (2007/10/02)
The interaction of 5'-O-benzoyl-substituted inosine and N6,5'-O-dibenzoyl-substituted adenosine with sulfuryl chloride has given their 2',3'-cyclic sulfoester derivatives, and these, in a substitution reaction with tetrabutylammonium fluoride and lithium azide, have been converted into 3'-fluoro- and 3'-azido-substituted 3'-deoxynucleosides.The structures of the hypoxanthine and adenine 3'-fluoro-(azido)-3'-deoxyxylofuranosides and also of adenine 2'-fluoro-2'-deoxyarabinofuranoside have shown with the aid of H and 19F NMR spectra.Key words: nucleoside cyclic sulfate; fluoro- and azido-substituted nucleoside; nucleophilic substitution.
