Synthesis of [3H] and [14C]genipin
Queen, Adele E. and Hesk, David and Lindsay, David M. and Kerr, William J. and Rehder, Kenneth and Fennell, Tim and Mascarella, Wayne and Zhong, Desong and Runyon, Scott (2020) Synthesis of [3H] and [14C]genipin. Journal of Labelled Compounds and Radiopharmaceuticals, 63 (4). pp. 196-202. ISSN 0362-4803 (https://doi.org/10.1002/jlcr.3832)
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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.
ORCID iDs
Queen, Adele E., Hesk, David, Lindsay, David M. ORCID: https://orcid.org/0000-0003-4498-5094, Kerr, William J. ORCID: https://orcid.org/0000-0002-1332-785X, Rehder, Kenneth, Fennell, Tim, Mascarella, Wayne, Zhong, Desong and Runyon, Scott;-
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Item type: Article ID code: 71560 Dates: DateEvent30 April 2020Published4 February 2020Published Online31 January 2020AcceptedSubjects: Science > Chemistry Department: Faculty of Science > Pure and Applied Chemistry Depositing user: Pure Administrator Date deposited: 25 Feb 2020 15:22 Last modified: 27 Nov 2024 23:04 URI: https://strathprints.strath.ac.uk/id/eprint/71560