1-SUBSTITUTED 2'-DEOXYINOSINE ANALOGS

The base 2-carbon of 2',3'-di-O-acetyl-2'-deoxyinosine is strongly act ivated towards nucleophillic attack when either the 4-nitrophenyl or 2 ,4-dinitrophenyl group is attached to its N-1 position (product 1 or 2 ), 1-(omega-Aminoalkyl)- and 1-(omega-hydroxyalkyl)-2'-deoxyinosine de rivatives 5, 8-10 have been efficiently synthesized by a rearrangement of the purine ring upon treatment of compound 1 or 2 with the appropr iate alpha,omega-diamine or alpha,omega-hydroxyamine. Moreover 1-amino -2'-deoxyinosine 11 and 1-hydroxy-2'-deoxyinosine 13 have been easily prepared in high yields by reaction of substrate 1 or 2, respectively with hydrazine or hydroxylamine.