F. Seela, Hansjüegen Driller
Jun 15, 1988
Citations
0
Influential Citations
16
Citations
Journal
Helvetica Chimica Acta
Abstract
The synthesis of 6-amino-1-(2′,3′-dideoxy-β-D-glycero-pentofuranosyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one ( =8-aza-7-deaza-2′,3′-dideoxyguanosine; 1) from its 2′-deoxyribofuranoside 5a by a five-step deoxygenation route is described. The precursor of 5a, 3a, was prepared by solid-liquid phase-transfer glyscosylation which gave higher yields (57%) than the liquid-liquid method. Ammonoloysis of 3b furnished the diamino nucleoside 3c. Compound 1 was less acid sensitive at the N-glycosydic bond than 2′,3′-dideoxyguanosine (2).