Synthesis of 4‐hydroxy[4‐3H]‐2(E)‐nonen‐1‐al‐diethylacetal
- 1 May 1995
- journal article
- research article
- Published by Wiley in Journal of Labelled Compounds and Radiopharmaceuticals
- Vol. 36 (5) , 471-477
- https://doi.org/10.1002/jlcr.2580360511
Abstract
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 LiAlH4 according to the literature procedure with minor modifications. Swern oxidation [DMSO + (COCl2)] of 3 gave 30% yield of 4‐oxo‐2(E)‐nonen‐1‐al‐diethylacetal 5. [3H]NaBH4 and [2H]NaBH4 reduction of 5 gave rise respectively to [4‐3H]HNE‐DEA (specific activity 222 GBq/mmol) and [4‐2H]HNE‐DEA.Keywords
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