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• 1391711-43-5 2-(tosyloxy)ethyl 8-[(2E)-3-iodoprop-2-en-1-yl]-3-(4-methyl-phenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate 

Relevant academic research and scientific papers

An efficient one-step radiosynthesis of [18F]FE-PE2I, a PET radioligand for imaging of dopamine transporters

The aim of this study was to develop a direct fluorination method for the preparation of [18F]-(E)-N-(3-iodoprop-2-enyl)-2β- carbofluoroethoxy-3β-(4'-methyl-phenyl)nortropane ([18F]FE-PE2I (VI). The synthesis procedure relies on the conventional Kryptofix-mediated nucleophilic 18F-substitution of the tosylate group in the precursor, TsOE-PE2I (V). Out of reaction conditions tested, the highest fluorination efficiency was obtained in dimethyl sulfoxide at 140°C. The reaction mixture was purified by semi-preparative HPLC, followed-up by a standard Sep-Pak SPE procedure. On average, 1.0 GBq of [18F]FE-PE2I was produced from 5-min irradiation at 35 μA (dimethyl sulfoxide, 5 min/140°C). Decay-uncorrected yield of the product after HPLC purification and formulation was in the order of 20%. Specific radioactivity of [18F]FE-PE2I at 15 min after EOS was 3.3-5.1 Ci/μmol (n = 3); radiochemical purity was >98% (n = 4). This direct nucleophilic fluorination strategy is well suited for the automation of the entire synthesis of [18F]FE-PE2I in a modern PET synthesizer for human PET application. In addition, the 18F- incorporation rate into TsOE-PE2I was evaluated using radio-thin layer chromatography (TLC) and radio-HPLC. The suggested HPLC method (ACE 5 C18-HL column and acetonitrile/0.1 M NH4CO2 (80:20)) was found to be suitable for evaluation of 'free' 18F-fluoride in the reaction mixture; in addition, this method allowed the detection of three radiolabelled by-products that were not discernable with the TLC approach. Therefore, we conclude that the HPLC approach may serve as a good alternative to traditional radio-TLC technique as it provides more detailed information about the fluorination process in the reaction kinetics or optimization studies. Copyright

Synthesis, radiolabeling and preliminary in vivo evaluation of [18F]FE-PE2I, a new probe for the dopamine transporter

A new dopamine transporter (DAT) ligand, (E)-N-(3-iodoprop-2-enyl)-2β-carbofluoroethoxy-3β-(4′-methyl-phenyl) nortropane (FE-PE2I, 6), derived from PE2I (1), was prepared and found to be a potent inhibitor of rodent DAT in vitro. Compound 6 was radiolabel