N3-Substituted thymidine analogues III: radiosynthesis of N3-[(4-[18F]fluoromethyl-phenyl)butyl]thymidine ([18F]-FMPBT) and N3-[(4-[18F]fluoromethyl-phenyl)pentyl] thymidine ([18F]-FMPPT) for PET

✍ Scribed by Pradip Ghosh; Juri G. Gelovani; Mian M. Alauddin

• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: French
• Weight: 131 KB
• Volume: 50
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.1425

✦ Synopsis

Abstract

Radiosyntheses of two N^3^‐substituted thymidine analogues, N^3^‐[(4[^18^F]fluoromethyl‐phenyl)butyl]thymidine ([^18^F]‐FMPBT) and N^3^‐[(4[^18^F]fluoromethyl‐phenyl)pentyl]thymidine ([^18^F]‐FMPPT), are reported. The precursor compounds 9 and 10 were synthesized in six steps and the standard compounds 13 and 14 were synthesized from these precursors. For radiosynthesis, compounds 9 and 10 were fluorinated with n‐Bu~4~N[^18^F] to produce [^18^F]‐11 and [^18^F]‐12, which by acid hydrolysis yielded [^18^F]‐13 and [^18^F]‐14, respectively. The crude products were purified by high‐performance liquid chromatography to obtain [^18^F]‐FMPBT and [^18^F]‐FMPPT. The average decay‐corrected radiochemical yield for [^18^F]‐13 was 15% in five runs, and that for [^18^F]‐14 was 10% in four runs. The radiochemical purity was >99% and the specific activity was >74 GBq/µmol at the end of synthesis. The synthesis time was 80–90 min from the end of bombardment. Copyright © 2007 John Wiley & Sons, Ltd.