Synthesis of 2'-deoxyisoinosine and related 2'-deoxyribonucleosides

Article abstract of DOI:10.1002/hlca.19940770122

Various 2-substituted purine and pyrrolo[2,3-d]pyrimidine 2'-deoxyribonucleosides with methylthio (13a), chloro (13b), methoxy (9b), and oxo (2, 3) substituents at C(2) are prepared. They are obtained either via stereoselective nucleobase-anion glycosylation or by base transformation. A three-step synthesis of the unknown 2'-deoxyisoinosine (2) from 2'-deoxyguanosine (15) is described. Compound 2 as well as its 7-deazapurine derivative 3 exhibit strong fluorescence.