Enhanced copper-mediated 18 F-fluorination of aryl boronic esters provides eight radiotracers for PET applications

Sean Preshlock (1) , Samuel Calderwood (1) , Stefan Verhoog (1) , Matthew Tredwell (1) , Mickael Huiban (2) , Antje Hienzsch (3) , Stefan Gruber (1) , Thomas L. Wilson (4) , Nicholas Taylor (1) , Thomas Cailly (5) , Michael Schedler (6) , Thomas Collier (7) , Jan Passchier (8) , René Smits (3) , Jan Mollitor (3) , Alexander Hoepping (3) , Marco Mueller (3) , Christophe Genicot (9) , Joël Mercier (9) , Veronique Gouverneur (1)

1 Chemistry Research Laboratory [Oxford, UK]
2 Hammersmith Hospital NHS Imperial College Healthcare
3 ABX GmbH - ABX advanced biochemical compounds GmbH
4 ESO - European Southern Observatory
5 CERMN - Centre d'Etudes et de Recherche sur le Médicament de Normandie
6 Organisch-Chemisches Institut der Westfälischen Wilhelms-Universität Münster
7 ADVION
8 Erasmus MC - Erasmus University Medical Center [Rotterdam]
9 UCB Pharma S.A.[Braine-l'Alleud]

[18F]FMTEB, [18F]FPEB, [18F]flumazenil, [18F]DAA1106, [18F]MFBG, [18F]FDOPA, [18F]FMT and [18F]FDA are prepared from the corresponding arylboronic esters and [18F]KF/K222 in the presence of Cu(OTf)2py4. The method was successfully applied using three radiosynthetic platforms, and up to 26 GBq of non-carrier added starting activity of 18F-fluoride.

Domaines: Radiochimie

Sean Preshlock, Samuel Calderwood, Stefan Verhoog, Matthew Tredwell, Mickael Huiban, et al.. Enhanced copper-mediated 18 F-fluorination of aryl boronic esters provides eight radiotracers for PET applications. Chemical Communications, 2016, 52 (54), pp.8361-8364. ⟨10.1039/C6CC03295H⟩. ⟨hal-02011096⟩