Abstract
[3H]Genipin was synthesized in a single step by Ir(I) catalyzed hydrogen isotope exchange. Conditions for selective exchange of the sp2 CH bond ortho to the methyl ester functionality were developed through deuterium modeling studies through a catalyst screen. Optimized conditions so obtained were then utilized with tritium gas to generate [3H]genipin at a specific activity of 18.5 Ci/mmol. Racemic [14C]genipin was prepared in eight steps in overall 5.4% radiochemical yield from potassium [14C]cyanide.
Original language | English |
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Pages (from-to) | 196-202 |
Number of pages | 7 |
Journal | Journal of Labelled Compounds and Radiopharmaceuticals |
Volume | 63 |
Issue number | 4 |
Early online date | 4 Feb 2020 |
DOIs | |
Publication status | Published - 30 Apr 2020 |
Keywords
- carbon-14
- gardenia blue
- genipin
- Iridium (I)
- Otera's catalyst
- tritium