Positron labeled analogs of TCP: Synthesis of 1−[4−[18F]fluoromethyl-1−(2-thienyl)cyclohexyl]piperidine

✍ Scribed by Minoru Maeda; Syuji Tsukiyama; Toshimitsu Fukumura; Kazuhiro Orita; Masaharu Kojima

• Book ID: 103922659
• Publisher: Elsevier Science
• Year: 1991
• Weight: 774 KB
• Volume: 42
• Category: Article
• ISSN: 0883-2889
• DOI: 10.1016/0883-2889(91)90163-u

✦ Synopsis

The cis and frans isomers of I-[4-fluoromethyl-l-(2-thienyl)cyclohexyl]piperidine (FTCP) were prepared as fluorine-substituted analogs of the potent N-methyl-D-aspartate receptor channel blocker, 1-[1-(2thienyl)cyclohexyl]piperidine, based on the fluorinative dehydroxylation with diethylaminosulfur trifluoride and/or the displacement reaction with fluoride ion. The radiosynthesis was accomplished by sulfonate ester displacement with ['8F]fluoride ion. The total preparation time was 60 mitt, including a two step HPLC purification.

Isolated radiochemical yields (not corrected for decay) were 1.24.4% for the ~rans isomer of 18F-labeled FTCP and 3.2-15.4% for the cis isomer of '8F-labeled FTCP at the end-of-synthesis with radiochemical purities of over 98%.