| 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. |
