A one-step microwave-assisted synthetic method for an O/S-chemoselective route to derivatives of the first adenosine A3 PET radiotracer.
The synthesis of reference standards and expected in vivo metabolites of the first adenosine A3 PET radiotracer [18F]FE@SUPPY ([18F]fluoroethyl 4,6-diethyl-5-[(ethyl-sulfanyl)carbonyl]-2-phenylpyridine-3-carboxylate) was achieved by using a straightforward microwave assisted alkylation method, which allowed O/S-chemoselective alkylation of the starting material 1 to give each target compound 2-8 in a single step.
Division of Nuclear Medicine, Department of Biomedical Imaging and Image-guided Therapy, Medical University of Vienna, Waehringer Guertel 18-20, 1090 Vienna, Austria. karem.shanab@gmail.com.
Karem
K
Shanab
Department of Pharmaceutical Chemistry, University of Vienna, Althanstrasse 14, 1090 Vienna, Austria.
Catharina
C
Neudorfer
Department of Pharmaceutical Chemistry, University of Vienna, Althanstrasse 14, 1090 Vienna, Austria.
Wolfgang
W
Holzer
Division of Nuclear Medicine, Department of Biomedical Imaging and Image-guided Therapy, Medical University of Vienna, Waehringer Guertel 18-20, 1090 Vienna, Austria.
Markus
M
Mitterhauser
Division of Nuclear Medicine, Department of Biomedical Imaging and Image-guided Therapy, Medical University of Vienna, Waehringer Guertel 18-20, 1090 Vienna, Austria.
Wolfgang
W
Wadsak
Department of Pharmaceutical Chemistry, University of Vienna, Althanstrasse 14, 1090 Vienna, Austria.
Helmut
H
Spreitzer
D005462:Fluorine Radioisotopes / Q000737:chemistry*; D006801:Humans; D008872:Microwaves; D009539:Nicotinic Acids / Q000138:chemical synthesis*; D049268:Positron-Emission Tomography; D043684:Receptor, Adenosine A3 / Q000032:analysis*; D012015:Reference Standards; D013329:Structure-Activity Relationship
C528136:5-(2-fluoroethyl) 2,4-diethyl-3-(ethylsulfanylcarbonyl)-6-phenylpyridine-5-carboxylate; D005462:Fluorine Radioisotopes; D009539:Nicotinic Acids; D043684:Receptor, Adenosine A3