Radiosynthesis of (11)C-Levetiracetam: A Potential Marker for PET Imaging of SV2A Expression

ACS Med Chem Lett. 2014 Aug 19;5(10):1152-5. doi: 10.1021/ml500285t. eCollection 2014 Oct 9.

Abstract

The multistep preparation of (11)C-levetiracetam ((11)C-LEV) was carried out by a one-pot radiosynthesis with 8.3 ± 1.6% (n = 8) radiochemical yield in 50 ± 5.0 min. Briefly, the propionaldehyde was converted to propan-1-imine in situ as labeling precursor by incubation with ammonia. Without further separation, the imine was reacted with (11)C-HCN to form (11)C-aminonitrile. This crude was then reacted with 4-chlorobutyryl chloride and followed by hydrolysis to yield (11)C-LEV after purification by chiral high-performance liquid chromatography (HPLC). Both the radiochemical and enantiomeric purities of (11)C-LEV were >98%.

Keywords: Levetiracetam; carbon-11; positron emission tomography; synaptic vesicle protein 2A.