E. W. V. Tilburg, E. Franssen, J. J. M. Hoeven
Oct 15, 2004
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Influential Citations
18
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Journal
Journal of Labelled Compounds and Radiopharmaceuticals
Abstract
Docetaxel (Taxotere®) is an accepted chemotherapeutic agent for the treatment of breast cancer and non-small cell lung cancers. A potential means of predicting response is measuring tumor uptake of [11C]docetaxel using Positron Emission Tomography (PET). The synthetic approach to introduce the 11C isotope in the 2-benzoyl moiety of docetaxel unfortunately was unsuccessful. The radiosynthesis of [11C]docetaxel (6b, Scheme 1), with the 11C isotope in the BOC moiety, was however, successful using a second synthetic approach. It started with the reaction of [11C]tert-butanol with 1,2,2,2-tetrachloroethyl chloroformate to give [11C]tert-butyl-l,2,2,2-tetrachloroethyl carbonate in a good overall yield (62±9%). In the final step, the [11C]tert-butoxycarbonylation of the free amine of docetaxel gave [11C]docetaxel 6b in a satisfactory decay corrected yield of 10±1% (from [11C]CO2). Copyright © 2004 John Wiley & Sons, Ltd.