Abstract
9-Allyladenine 1-oxide (3) has been prepared from 1-ethoxyadenine (6) in 58% overall yield through an unequivocal synthetic route. The route consists of an initial allylation of 6 with allyl bromide and Et-O bond cleavage of the resulting 9-allyl-1-ethoxyadenine hydrobromide (7) by treatment with boiling pyridine. Replacement of allyl bromide by 3-methyl-2-butenyl bromide in the above reaction sequence afforded 9-(3-methyl-2-butenyl) adenine 1-oxide (9) in 59% overall yield through the 1-ethoxy derivative 8.
