Improved and semi-automated GMP-compliant radiosynthesis of [11C]docetaxel.
[(11)C]Docetaxel (Taxotere) has been synthesized via an improved synthesis route, which involves a more efficient intermediate removal of the excess 1,2,2,2-tetrachloroethyl chloroformate. Furthermore, the purification and formulation into a human applicable solution of [(11)C]docetaxel was developed. 1,2,2,2-Tetrachloroethyl chloroformate is used for the synthesis of the intermediate [(11)C]tert-butyl-1,2,2,2-tetrachloroethyl carbonate that in the final reaction step reacts with the precursor, the primary amine of docetaxel, yielding [(11)C]docetaxel. The purified and isolated product was obtained in 10+/-2% overall decay-corrected radiochemical yield. The total synthesis time was 67 min and the specific activity was 9-17 GBq/micromol (N=7).
van Tilburg
E W
EW
Department of Nuclear Medicine and PET Research, VU University Medical Center, Location Radionuclide Center, De Boelelaan 1083c, 1081 HV Amsterdam, The Netherlands.
Mooijer
M P J
MP
Brinkhorst
J
J
van der Meij
M
M
Windhorst
A D
AD
D002250:Carbon Radioisotopes / Q000737:chemistry*; D000077143:Docetaxel; D007553:Isotope Labeling / Q000379:methods*; D011838:Radiation-Sensitizing Agents / Q000737:chemistry; D019275:Radiopharmaceuticals / Q000737:chemistry*; D043823:Taxoids / Q000737:chemistry*
D002250:Carbon Radioisotopes; D011838:Radiation-Sensitizing Agents; D019275:Radiopharmaceuticals; D043823:Taxoids; D000077143:Docetaxel