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]tertbutanol with 1,2,2,2-tetrachloroethyl chloroformate to give [11C]tert-butyl-1,2,2,2-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).
|Number of pages||15|
|Journal||Journal of Labelled Compounds and Radiopharmaceuticals|
|Publication status||Published - 15 Oct 2004|
- Positron emission tomography (PET)
- [C]tert-butanol ([2-C]2-methylpropan-2- ol)