Selective alkylation of pyrimidyl dianions III: No-carrier-added synthesis of [11C-methyl]-thymidine

Mian M. Alauddin, Hayden T. Ravert, John L. Musachio, William B Mathews, Robert F Dannals, Peter S. Conti

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Abstract

A no-carrier-added, high specific activity synthesis of [11C-methyl]-thymidine is reported. Reaction of 3′, 5′-O-bis-(tetrahydropyranyl)-5-bromo-2′-deoxyuridine with n-butyllithium produced a dianion which was alkylated with [11C]-methyl iodide, and on subsequent hydrolysis, yielded [11C-methyl]-thymidine. The labeled compound was isolated from the by-product 2′-deoxyuridine by HPLC on a reverse phase C18 semipreparative column with mean radiochemical yield of 18.8% (decay corrected) in 30-35 min and radiochemical purity >99%. This no-carrier-added synthesis can be used to produce [11C-methyl]-thymidine with mean specific activity over 1000 mCi/μmol for positron emission tomography (PET) studies.

Original languageEnglish (US)
Pages (from-to)791-794
Number of pages4
JournalNuclear Medicine and Biology
Volume22
Issue number6
DOIs
Publication statusPublished - 1995

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ASJC Scopus subject areas

  • Cancer Research
  • Molecular Medicine
  • Radiology Nuclear Medicine and imaging

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