Since their discovery in 1992,3,4-dihydro-2-alkoxy-6-benzyl-4- oxypyrimidines (DABOs) have been subjected to many structural modifications in order to obtain better non-nucleoside reverse transcriptase inhibitors (NNRTIs) for the treatment of AIDS. Herein, we report a straightforward and versatile route for the synthesis of novel C-6 arylmethyl-functionalized S-DABO, a poorly explored class of derivatives. Finally, biological evaluation of the synthesized derivatives led to the identification of a promising anti-HIV-1 lead compound.
A Versatile Route to C-6 Arylmethyl-FunctionalizedS-DABO and Related Analogues / Marco Radi;Lorenzo Contemori;Daniele Castagnolo;Raffaella Spinosa;José A. Esté;Silvio Massa;Maurizio Botta. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 9(2007), pp. 3157-3160. [10.1021/ol071225i]