Syntheses and advanced NMR structure determination of androsteno-[17,16-d]-pyrimidine derivatives

Reactions of 16-hydroxymethylene- and 16-aminomethylene-3beta-hydroxy-5-androsten-17-one with formamide and guanidine were carried out resulting in the formation of [16,17-d]-pyrimidine rings. Advanced two-dimensional NMR methods were used to investigate the structure of the products. Homonuclear-, and heteronuclear chemical shift correlation experiments yielded the complete 1H-, 13C- and 15N signal assignment for these compounds.