@article{oai:repo.qst.go.jp:00049146,
 author = {Fujinaga, Masayuki and Ohkubo, Takayuki and Yamasaki, Tomoteru and Zhang, Yiding and Mori, Wakana and Hanyu, Masayuki and Kumata, Katsushi and Hatori, Akiko and Xie, Lin and Nengaki, Nobuki and Ming-Rong, Zhang and Fujinaga, Masayuki and Ohkubo, Takayuki and Yamasaki, Tomoteru and Zhang, Yiding and Mori, Wakana and Hanyu, Masayuki and Kumata, Katsushi and Hatori, Akiko and Xie, Lin and Nengaki, Nobuki and Ming-Rong, Zhang},
 journal = {ChemMedChem},
 month = {Jul},
 note = {To introduce the 3‐[18F]fluoro‐2‐hydroxypropyl moiety into positron emission tomography (PET) radiotracers, we performed automated synthesis of (rac)‐, (R)‐, and (S)‐[18F]epifluorohydrin ([18F]1) by nucleophilic displacement of (rac)‐, (R)‐, or (S)‐glycidyl tosylate with 18F− and purification by distillation. The ring‐opening reaction of (R)‐ or (S)‐[18F]1 with phenol precursors gave enantioenriched [18F]fluoroalkylated products without racemisation. We then synthesised (rac)‐, (R)‐, and (S)‐ 2‐{5‐[4‐(3‐[18F]fluoro‐2‐hydroxypropoxy)phenyl]‐2‐oxobenzo[d]oxazol‐3(2H)‐yl}‐N‐methyl‐N‐phenylacetamide ([18F]6) as novel radiotracers for the PET imaging of translocator protein (18 kDa) and showed that (R)‐ and (S)‐[18F]6 had different radioactivity uptake in mouse bone and liver. Thus, (rac)‐, (R)‐, and (S)‐[18F]1 are effective radiolabelling reagents and can be used to develop PET radiotracers by examining the effects of chirality on their in vitro binding affinities and in vivo behaviour.},
 pages = {1723--1731},
 title = {Automated Synthesis of (rac)‐, (R)‐, and (S)‐[18F]Epifluorohydrin and Their Application for Developing PET Radiotracers Containing a 3‐[18F]Fluoro‐2‐hydroxypropyl Moiety},
 volume = {13},
 year = {2018}
}