Simple and High radiochemical yield synthesis of 2′-Deoxy-2′-[<SUP>18</SUP>F]fluorouridine via a new nosylate precursor

초록

We synthesized 2'-deoxy-2'-[F-18]fluorouridine (7) as a radiotracer for positron emission tomography from a new nosylate precursor (6). This new precursor was synthesized from uridine in four steps. The overall synthetic yield was 9.4% and we have high stability of > 98% purity up to 6 months at 4 degrees C. The optimal manual [F-18]fluorination conditions were 30 mg of the precursor 6 in 500 mu l of acetonitrile at 145 degrees C for 15 min with 370 MBq of [F-18]fluoride. The [F-18]fluorination yield was 76.5 +/- 2.7% (n = 3). After hydrolysis of protecting groups with 1 N HCl and purification by HPLC, the overall radiochemical yield and purity were 26.5 +/- 1.4% and 98.2 +/- 2.5%, respectively. The preparation time was 70.0 +/- 10.5 min (n = 3 for each result). We also developed an automated method with a radiochemical yield and purity of 24.0 +/- 2.8 and 98.0 +/- 1.5% (n = 10) using a GE TracerLab NIX chemistry module. This new nosylate precursor for 2'-deoxy-2'-[F-18]fluorouridine synthesis showed higher radiochemical yields and reproducibility than previous methods. Copyright (c) 2006 John Wiley & Sons, Ltd.

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