A direct fixation of CO 2 for isotopic labelling of hydantoins using iodine-phosphine charge transfer complexes.

Autor: Bow JJ; Section for Organic Chemistry Department of Chemistry, University of Oslo Sem Sælands vei 26, 0371 Oslo, Norway. Patrick.riss@kjemi.uio.no., Adami V; Autifony S.r.l., c/o Istituto di Ricerca Pediatrica Città della Speranza Corso Stati Uniti 4f, 35127 Padova, Italy., Marasco A; Autifony S.r.l., c/o Istituto di Ricerca Pediatrica Città della Speranza Corso Stati Uniti 4f, 35127 Padova, Italy., Grønnevik G; Section for Organic Chemistry Department of Chemistry, University of Oslo Sem Sælands vei 26, 0371 Oslo, Norway. Patrick.riss@kjemi.uio.no., Rivers DA; Autifony Therapeutics Limited, c/o Stevenage Bioscience Catalyst Incubator, Gunnel Wood Road, Stevenage, Herts, SG1 2FX, UK., Alvaro G; Autifony Therapeutics Limited, c/o Stevenage Bioscience Catalyst Incubator, Gunnel Wood Road, Stevenage, Herts, SG1 2FX, UK., Riss PJ; Section for Organic Chemistry Department of Chemistry, University of Oslo Sem Sælands vei 26, 0371 Oslo, Norway. Patrick.riss@kjemi.uio.no.; Department of Clinical Neuroscience, Oslo University Hospitals HF Postboks 4950 Nydalen, 0424 Oslo, Norway.; Department of Chemistry, Johannes Gutenberg-University, Fritz Strassmann Weg 2, 55128 Mainz, Germany.
Jazyk: angličtina
Zdroj: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2022 Jul 05; Vol. 58 (54), pp. 7546-7549. Date of Electronic Publication: 2022 Jul 05.
DOI: 10.1039/d2cc01754g
Abstrakt: Herein, we report a method for the isotopic labelling of hydantoins directly from CO 2 by means of trimethyl-λ 5 -phosphine diiodide mediated carbonyl insertion. The method is suitable for 13 C-labelling of diverse substrates and was implementated for 11 C-labelling in PET-imaging facilities for the synthesis of radiotracers. Isolated yields of 90% and radiochemical yields of 89% were achieved for hydantoin containing drug candidates in formulation within 30 min with high molar activity (>400 MBq nmol -1 ).
Databáze: MEDLINE