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- W32115536 abstract "1661 Objectives [18F]DOPA prepared via electrophilic radiofluorination is widely used in clinical applications. However, the low specific activity of the electrophilically prepared [18F]DOPA significantly limits its application for preclinical experiments in small animal models. Due to the easy access to the n.c.a [11C]-tracers through transition metal catalyzed coupling reactions, a [11C]-methylated DOPA-analogue could be a feasible alternative to [18F]DOPA. The aim of this work was the development of a rapid and efficient n.c.a. radiosynthesis of [11C]MeDOPA. Methods 11CO2 was produced at the cyclotron (PETtrace) of the PET Center in Ulm using the 14N(p,α)11C nuclear reaction. 11CO2 was catalytically reduced to 11CH4 and iodinated to 11CH3I by an automatic synthesis module (GE MeI Microlab). For reference (non-labelled) MeDOPA was synthesized in 4 steps and analytically characterized. [11C]MeDOPA was prepared via Stille coupling of [11C]methyl iodide with N-formyl-3,4-di-tert-butyloxycarbonyloxy-6-(trimethylstannyl)-L-phenylalanine ethyl ester. The reaction was performed using unsaturated tris(dibenzylideneacetone)dipalladium(0) [Pd2(dpa)3] and tri(o-tolyl)phosphine [P(o-tolyl)3]. Results With regards to temperature and time dependencies best results (63±2.7 %) were obtained at 60 °C and a reaction time of 5 min. The deprotection of the C-11 labelled intermediate gave L-6-[11C]MeDOPA in a radiochemical yield > 60% after addition of 9 M HCl at 140-150 °C for 10 min. The radiochemical purity assured by HPLC was > 99%. Conclusions In a rapid and efficient radiosynthesis, L-6-[11C]methyl-DOPA (n.c.a) was successfully prepared in an overall yield of > 60% within 40 min ready for intravenous administration to be evaluated by experimental PET" @default.
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- W32115536 date "2011-05-01" @default.
- W32115536 modified "2023-09-23" @default.
- W32115536 title "Synthesis of the new tracer L-6-[11C]methyl-DOPA" @default.
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