A convergent stereocontrolled synthesis of [3-C-14]solanesol

作者:Roe Stephen J; Oldfield Mark F; Geach Neil*; Baxter Andrew
来源:Journal of Labelled Compounds and Radiopharmaceuticals, 2013, 56(9-10): 485-491.
DOI:10.1002/jlcr.3083

摘要

In this communication, we report the synthesis of similar to 5mCi of [3-C-14]solanesol (1) prepared from ethyl [3-C-14]acetoacetate and (all-E)-octaprenyl bromide (2) in four steps, with a specific radioactivity of 19.83mCi/mmol and with a chemical/stereochemical and radiochemical purity of 95%. (Figure). Position 3 of the chain was selected for C-14 labelling because of the metabolic stability of this position. Unlabelled (all-E)-octaprenyl (18) (Scheme) necessary for this work was prepared via a convergent iterative allyl-allyl' coupling approach of precursors easily derived from readily available inexpensive starting materials.

  • 出版日期2013-7

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