THE NOVEL SYNTHESIS OF THE PROTEASE INHIBITOR YLSULFONYL)AMINO]-7-AMINO-2-[5,5,6,6-H-3]HEPTANONE ([H-3]TLCK) LABELED TO HIGH SPECIFIC ACTIVITY WITH TRITIUM

The protease inhibitor o-3-[(p-tolylsulfonyl)amino][5,5,6,6-H-3]heptan one ([H-3]TLCK) was prepared in an overall 41% radiochemical yield wit h a specific activity of 1.6 Ci/mmol in a 'one-pot' 3 step sequence be ginning with nyl]-2-(p-tolylsulfonyl)amino[4,4,5,5-H-3]hexanoic acid. The latter was prepared with a specific activity of 123 Ci/mmol in a 3 step sequence beginning with the stereospecific enzymatic hydrolysis of the commercially available racemic 1,1-dimethylethyl)-oxy]carbonyl] aminohexan-4-ynoic acid, followed by tosylation and then palladium cat alyzed reduction of the triple bond under tritium.