Synthesis of 4-hydroxy[4-3H]-2(E)-nonen-1-al-diethylacetal
| Autor: | Dinesh Rao, Fabienne Bravais, Georges Bories, Jacques Alary, Laurent Debrauwer, Renée C. Rao |
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| Přispěvatelé: | ProdInra, Migration, Xénobiotiques, Ecole Nationale Vétérinaire de Toulouse (ENVT), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Recherche Agronomique (INRA) |
| Rok vydání: | 1995 |
| Předmět: |
[SDV]Life Sciences [q-bio]
01 natural sciences Biochemistry Aldehyde Medicinal chemistry Hexanal Analytical Chemistry 03 medical and health sciences chemistry.chemical_compound Aldol reaction Drug Discovery Swern oxidation Organic chemistry Radiology Nuclear Medicine and imaging ComputingMilieux_MISCELLANEOUS Spectroscopy 030304 developmental biology chemistry.chemical_classification 0303 health sciences 010405 organic chemistry Organic Chemistry Acetal 3. Good health 0104 chemical sciences [SDV] Life Sciences [q-bio] chemistry Yield (chemistry) Tritium Propiolaldehyde |
| Zdroj: | Journal of Labelled Compounds and Radiopharmaceuticals Journal of Labelled Compounds and Radiopharmaceuticals, Wiley-Blackwell, 1995, 36 (5), pp.471-477 |
| ISSN: | 0362-4803 1099-1344 |
| DOI: | 10.1002/jlcr.2580360511 |
| Popis: | 4-Hydroxy-2(E)-nonen-1-al-diethylacetal 3 (HNE-DEA) was prepared by condensation of the Grignard compound derived from propiolaldehyde diethylacetal and n-hexanal followed by reduction of the resulting 4-hydroxy-2-nonyn-1-al-diethylacetal 2 with LiAlH 4 according to the literature procedure with minor modifications. Swern oxidation (DMSO+(COCl 2 )] of 3 gave 30% yield of 4-oxo-2(E)-nonen-1-al-diethylacetal 5. [ 3 H]NaBH 4 and [ 2 H]NaBH 4 reduction of 5 gave rise respectively to [4- 3 H]HNE-DEA (specific activity 222 GBq/mmol) and [4- 2 H]HNE-DEA |
| Databáze: | OpenAIRE |
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