Radiosynthesis of 1-iodo-2-[11C]methylpropane and 2-methyl-1-[11C]propanol and its application for alkylation reactions and C―C bond formation
| Autor: | Albert D. Windhorst, Uta Funke, Alex J. Poot, Aleksandra Pekošak, Ulrike Filp, Lonneke Rotteveel, Adriaan A. Lammertsma |
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| Přispěvatelé: | Radiology and nuclear medicine, Amsterdam Neuroscience - Brain Imaging |
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
010405 organic chemistry
Thiophenol Organic Chemistry Radiosynthesis Fluorobenzene Phenylmagnesium bromide Alkylation 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Analytical Chemistry Propanol chemistry.chemical_compound chemistry Yield (chemistry) Drug Discovery Phenol Radiology Nuclear Medicine and imaging Spectroscopy Nuclear chemistry |
| Zdroj: | Rotteveel, L, Poot, A J, Funke, U, Pekošak, A, Filp, U, Lammertsma, A A & Windhorst, A D 2017, ' Radiosynthesis of 1-iodo-2-[ 11 C]methylpropane and 2-methyl-1-[ 11 C]propanol and its application for alkylation reactions and C―C bond formation ', Journal of Labelled Compounds and Radiopharmaceuticals, vol. 60, no. 12, pp. 566-576 . https://doi.org/10.1002/jlcr.3536 Journal of Labelled Compounds and Radiopharmaceuticals, 60(12), 566-576. John Wiley and Sons Ltd |
| ISSN: | 0362-4803 |
| Popis: | The multitude of biologically active compounds requires the availability of a broad spectrum of radiolabeled synthons for the development of positron emission tomography (PET) tracers. The aim of this study was to synthesize 1-iodo-2-[11C]methylpropane and 2-methyl-1-[11C]propanol and investigate the use of these reagents in further radiosynthesis reactions. 2-Methyl-1-[11C]propanol was obtained with an average radiochemical yield of 46 ± 6% d.c. and used with fluorobenzene as starting material. High conversion rates of 85 ± 4% d.c. could be observed with HPLC, but large precursor amounts (32 mg, 333 μmol) were needed. 1-Iodo-2-[11C]methylpropane was synthesized with a radiochemical yield of 25 ± 7% d.c. and with a radiochemical purity of 78 ± 7% d.c. The labelling agent 1-iodo-2-[11C]methylpropane was coupled to thiophenol, phenol and phenylmagnesium bromide. Average radiochemical conversions of 83% d.c. for thiophenol, 40% d.c. for phenol, and 60% d.c. for phenylmagnesium bromide were obtained. In addition, [11C]2-methyl-1-propyl phenyl sulphide was isolated with a radiochemical yield of 5 ± 1% d.c. and a molar activity of 346 ± 113 GBq/μmol at the end of synthesis. Altogether, the syntheses of 1-iodo-2-[11C]methylpropane and 2-methyl-1-[11C]propanol were achieved and applied as proof of their applicability. |
| Databáze: | OpenAIRE |
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