A concise method for fully automated radiosyntheses of [¹⁸F]JNJ-46356479 and [¹⁸F]FITM via Cu-mediated ¹⁸F-fluorination of organoboranes

Abstract

<p>A modified alcohol-enhanced ¹⁸F-fluorodeboronation has been developed for the radiosyntheses of [¹⁸F]JNJ-46356479 and [¹⁸F]FITM.</p>

Design, synthesis, and characterization of [18F]mG2P026 as a high contrast PET imaging ligand for metabotropic glutamate receptor 2

“…Both [ 18 F] 8 and [ 18 F] 9 were synthesized by the previously described method using our modified alcohol-enhanced Cu-mediated radiofluorination of organoboranes as [ 18 F] 6 (Scheme 2 ). 32, 49 The boronic acid pinacol esters (Bpin) 37 and 38 were prepared via the reductive amination between 14 and the corresponding fragments 35 and 36 , respectively. Fragment 35 was prepared over 3 steps.…”

“…Alternatively, switching to PtO 2 as a catalyst seems to have avoided this issue according to a recent publication. 51 The automated synthetic procedures used for [ 18 F]6 49 were applied for the syntheses of both [ 18 F] 8 and [ 18 F] 9 in the TRACERLab TM FXF-N platform. In the reaction, tetraethyl ammonium bicarbonate (TEAB) was used as a base and phase transfer agent, n -BuOH/dimethylacetamide (DMA) were used as solvents and [Cu(OTf)2py4] was used as a catalyst.…”

Efficient Synthesis of ω‐[18F]Fluoroaliphatic Carboxylic Esters and Acids for Positron Emission Tomography

“…Total time of the radiosynthesis was 30 min. According to the well‐established technique, [ 27–30 ] NHS esters can be further applied for a quick (5–10 min) and efficient conjugation with target biomolecules (peptides or proteins) via the amino groups of lysine residues followed by purification using gel‐filtration. A representative example of the use of NHS esters for direct protein radiolabeling for application in positron emission tomography can be found in the paper of Schirrmacher and co‐workers.…”

Synthesis and preliminary studies of 11C-labeled tetrahydro-1,7-naphthyridine-2-carboxamides for PET imaging of metabotropic glutamate receptor 2

“…In addition, there are only limited preliminary mGlu 2 imaging data in the human brain based on a mGlu 2 ligand developed by Merck, Inc., the structure of which has not been disclosed 48 . During the preparation of this manuscript, a preliminary radiosynthesis of a potential mGlu 2 radioligand [ 18 F]JNJ-46356479 has been reported 49 . As a derivative of JNJ-40068782 50 , [ 11 C]CMDC ( 5 ) was not further pursued due to limited BBB penetration 44 .…”