Synthesis of iodinated and radioiodinated (E)-N-(3-iodoprop-2-enyl)-2β-carbomethoxy-3β-(3',4'-dichlorophenyl) notropane (β-CDIT): A ligand for the dopamine transporter

Article abstract of DOI:10.1002/(SICI)1099-1344(199709)39:9<757::AID-JLCR24>3.0.CO;2-J

The synthesis of (E)-N-(3-iodoprop-2-enyl)-2β-carbomethoxy-3β-(3',4'-dichlorophenyl) nortropane (β-CDIT) and its radioiodinated analogues is described. Three different synthetic methods are reported for the preparation of (E)-N-[3-(tributylstannyl)-2-enyl]-2β-carbomethoxy-3β-(3', 4'-dichlorophenyl) nortropane, which was iododestannylated for the preparation of the corresponding iodinated derivative. We also report the radiolabelling of β-CDIT with ¹²⁵I or ¹²³I that could be used for in vitro and in vivo exploration of the dopamine transporter.