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Synthesis of [2-¹¹C]5,5-Dimethyl-2,4-oxazolidinedione for Studies with Positron Tomography

Memorial Sloan-Kettering Cancer Center and Cornell University Medical College, New York, New York

Correspondence: For reprints contact: James Z. Ginos, PhD, Laboratory of Neuro-Oncology, Memorial Sloan-Kettering Cancer Center, 1275 York Ave., New York, NY 10021.

ABSTRACT

We have developed a method for the synthesis of [2-¹¹C]5,5-dimethyl-2,4-oxa-zolidinedione ([2-¹¹C]DMO) for use with positron emission tomography to measure regional tissue pH in vivo in man. [2-¹¹C]Dimethyl carbonate (DMC) was prepared from [C-11]phosgene and excess of sodium methoxide in methanol containing dimethyl carbonate as added carrier. The [2-¹¹C]DMC solution was then reacted with 2-hydroxyisobutyramide at 150 °C for 10 min to yield, after HPLC separation, [2-¹¹C]DMO with a radiochemical yield of 20–56%. Chemical yields were 78–92%, and specific activity ranged as high as 830 mCi/millimol.