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[ 18 F]FAC (2’-deoxy-2’-[ 18 F]fluoro-β-D-arabinofuranosylcytosine,  1 ) is a versatile probe for imaging deoxycytidine kinase (dCK) expression levels  in vivo . dCK is responsible for phosphorylation of deoxycytidine (dC,  2 ) and other nucleoside analogs, plays a key role in immune activation and has demonstrated to be one of the key enzymes in activating nucleoside based drugs including gemcitabine. Reported synthesis of [ 18 F]FAC is high yielding but is quite challenging requiring bromination using HBr and careful drying of excess HBr which is critical for successful synthesis. Here in we report a simplified trimethylsilyl trifluoromethanesulfonate (TMSOTf) assisted synthesis of [ 18 F]FAC eliminating the need of bromination and drying. [ 18 F]FAC (β-anomer) was synthesized with average isolated decay corrected yield of 10.59  +  4.2% (n = 6) with radiochemical purity of >98% and total synthesis time of 158  +  19 min.

TMSOTf assisted synthesis of 2’-deoxy-2’-[18F]fluoro-β-D-arabinofuranosylcytosine ([18F]FAC)