Purines. XIX. The Direct N⁶-Alkylation of 1-Alkoxy-9-alkyladenines : An Alternative Synthesis of N⁶, 9-Dialkyladenines

抄録

1-Alkoxy-9-alkyladenines (VIIIa, b, c) have been found to undergo alkylation mainly at the N⁶-position when treated with alkyl halide in N, N-dimethylacetamide. The structure of the resulting N⁶-alkylated derivatives (IXa, b, c) has been established by comparison with authentic IXa (X=I, ClO₄) and by catalytic hydrogenolysis of IXb, c (X=ClO₄) to N⁴, 9-dialkyladenines (XIb, c). In the case of the benzyl analog (IXc : X=ClO₄), removal of the benzyloxy group at the 1-position has also been effected stepwise through the 1-oxide (Xc).