| Abstract: | In order to study the metabolic fate of alacepril, an anti-hypertensive agent, the 14C-labeled compound of alacepril and its related compounds were synthesized. Prolyl-U-14C]alacepril was synthesized in over-all yield of 32.7-38.0% by the mixed anhydride condensation of L-phenylalanine with prolyl-U-14C]DU-1163, which had been prepared from L-U-14C]proline and N-(S-3-acetylthio-2-methylpropanoyloxy)succinimide. Prolyl-U-14C]captopril and prolyl-U-14C]DU-1227 were prepared in high yields by hydrolysis of prolyl-U-14C]DU-1163 and prolyl-U-14C]alacepril, respectively. Prolyl-U-14C]captopril-cysteine was synthesized by condensation of prolyl-U-14C]captopril with cystine S-monoxide in 55.0% yield. |
