Preparation of No-Carrier-Added 6-[¹⁸F]Fluoro-l-tryptophan via Cu-Mediated Radiofluorination

详细信息    查看全文

• 作者：Dominique Sch&auml ; fer ; Philipp Weiß ; Johannes Ermert ; Johnny Castillo Meleá ; n ; Fadi Zarrad and Bernd Neumaier
• 刊名：European Journal of Organic Chemistry
• 出版年：2016
• 出版时间：September 2016
• 年：2016
• 卷：2016
• 期：27
• 页码：4621-4628
• 全文大小：920K
• ISSN：1099-0690

文摘

¹⁸F-Labeled aromatic amino acids exhibit great potential for diagnostic applications using positron emission tomography. However, the introduction of ¹⁸F into aromatic compounds remains challenging, and novel fluorination methods facilitating easy access to ¹⁸F-labeled arenes are highly sought after. In recent years, novel metal-mediated fluorination methods have been reported and transferred into radiochemistry. Based on Cu-mediated radiofluorination, a two-step synthesis of no-carrier-added (n.c.a.) 6-[¹⁸F]fluoro-l-tryptophan was developed. 6-[¹⁸F]Fluoro-l-tryptophan was synthesized with an overall radochemical yield of 16 ± 4% within 110 min and a specific activity of 280 GBq µmol^–1. The radiochemical purity was more than 99 %. The developed method allowed access to radiofluorinated tryptophan derivatives in high radiochemical yields and opens new ways to provide radiofluorinated amino acids. Furthermore, the reaction conditions were optimized to facilitate automation.