Evaluation of 4-[(18)F]fluoro-1-butyne as a radiolabeled synthon for click chemistry with azido compounds.
Click chemistry is a useful approach for the preparation of novel radiopharmaceuticals. In this study, we evaluated 4-[(18)F]fluoro-1-butyne as a radiolabeled synthon for click chemistry with azido compounds. Our results showed that nucleophilic substitution of 4-tosyloxy-1-butyne with K[(18)F]F produces vinyl acetylene as well as 4-[(18)F]fluoro-1-butyne, while the same reaction using 5-tosyloxy-1-pentyne gives exclusively 5-[(18)F]fluoro-1-pentyne. Thus, omega-[(18)F]fluoro-1-alkynes with chain lengths longer than four carbons may be better radiolabeled synthons for use in click chemistry.
Kim
Dong Hyun
DH
Department of Nuclear Medicine, Samsung Medical Center, Sungkyunkwan University School of Medicine, Center for Molecular and Cellular Imaging, Samsung Biomedical Research Institute, 50 Ilwon-dong, Kangnam-ku, Seoul 135-710, Republic of Korea.
Choe
Yearn Seong
YS
Kim
Byung-Tae
BT
D001386:Azides / Q000737:chemistry*; D002073:Butanes / Q000737:chemistry*; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods*
D001386:Azides; D002073:Butanes; D005462:Fluorine Radioisotopes; C046888:butane