Radiosynthesis of 1-iodo-2-[ 11 C]methylpropane and 2-methyl-1-[ 11 C]propanol and its application for alkylation reactions and C-C bond formation.

The multitude of biologically active compounds requires the availability of a broad spectrum of radiolabeled synthons for the development of positron emission tomography (PET) tracers. The aim of this study was to synthesize 1-iodo-2-[C-11]methylpropane and 2-methyl-1-[C-11]propanol and investigate the use of these reagents in further radiosynthesis reactions. 2-Methyl-1-[C-11]propanol was obtained with an average radiochemical yield of 46 +/- 6% d.c. and used with fluorobenzene as starting material. High conversion rates of 85 +/- 4% d.c. could be observed with HPLC, but large precursor amounts (32 mg, 333 mu mol) were needed. 1-Iodo-2-[C-11]methylpropane was synthesized with a radiochemical yield of 25 +/- 7% d.c. and with a radiochemical purity of 78 +/- 7% d.c. The labelling agent 1-iodo-2-[C-11]methylpropane was coupled to thiophenol, phenol and phenylmagnesium bromide. Average radiochemical conversions of 83% d.c. for thiophenol, 40% d.c. for phenol, and 60% d.c. for phenylmagnesium bromide were obtained. In addition, [C-11]2-methyl-1-propyl phenyl sulphide was isolated with a radiochemical yield of 5 +/- 1% d.c. and a molar activity of 346 +/- 113 GBq/mu mol at the end of synthesis. Altogether, the syntheses of 1-iodo-2-[C-11]methylpropane and 2-methyl-1-[C-11]propanol were achieved and applied as proof of their applicability.