In-loop flow [(11) C]CO(2) fixation and radiosynthesis of N,N'-[(11) C]dibenzylurea

环路内流动[(11)C]CO(2)固定和N,N'-[(11)C]二苯并脲的放射合成

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Abstract

Cyclotron-produced carbon-11 is a highly valuable radionuclide for the production of positron emission tomography (PET) radiotracers. It is typically produced as relatively unreactive carbon-11 carbon dioxide ([(11) C]CO(2) ), which is most commonly converted into a more reactive precursor for synthesis of PET radiotracers. The development of [(11) C]CO(2) fixation methods has more recently enabled the direct radiolabelling of a diverse array of structures directly from [(11) C]CO(2) , and the advantages afforded by the use of a loop-based system used in (11) C-methylation and (11) C-carboxylation reactions inspired us to apply the [(11) C]CO(2) fixation "in-loop." In this work, we developed and investigated a new ethylene tetrafluoroethylene (ETFE) loop-based [(11) C]CO(2) fixation method, enabling the fast and efficient, direct-from-cyclotron, in-loop trapping of [(11) C]CO(2) using mixed DBU/amine solutions. An optimised protocol was integrated into a proof-of-concept in-loop flow radiosynthesis of N,N'-[(11) C]dibenzylurea. This reaction exhibited an average 78% trapping efficiency and a crude radiochemical purity of 83% (determined by radio-HPLC), giving an overall nonisolated radiochemical yield of 72% (decay-corrected) within just 3 minutes from end of bombardment. This proof-of-concept reaction has demonstrated that efficient [(11) C]CO(2) fixation can be achieved in a low-volume (150 μL) ETFE loop and that this can be easily integrated into a rapid in-loop flow radiosynthesis of carbon-11-labelled products. This new in-loop methodology will allow fast radiolabelling reactions to be performed using cheap/disposable ETFE tubing setup (ideal for good manufacturing practice production) thereby contributing to the widespread usage of [(11) C]CO(2) trapping/fixation reactions for the production of PET radiotracers.

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