Synthesis of new potential radiotracers for imaging tumor hypoxia: Development of a new nucleophilic fluorination strategy applied to the synthesis of [¹⁸F]Fluorodeoxyglucose

It has been recognized that hypoxia plays a major negative role in overall tumor progression. The identification and quantitative estimation of tumor hypoxia by means of nuclear imaging is an important factor in planning the therapeutic strategy for a better clinical outcome. In the present work, a new ^99mTc tracer for imaging tumor hypoxia has been successfully developed. New organosilicon fluorinated derivatives were also studied. Every synthesized compounds incorporated a nitroimidazole moiety, which is selectively trapped in hypoxic cells. The second part of this work, led to the development of a new nucleophilic fluorination strategy for the preparation of PET tracers. The new strategy was attempted for the preparation of Fluorodeoxyglucose. In the course of this study, a novel oxidative de-protection method of thiols was developed. Herein was described, the synthesis of sulfonic acid derivatives by oxidative de-protection of thiols using tert-butyl hypochlorite. (author)