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Preparation of two triflate precursors for O-(2-[18F] fluoroethyl)-L-tyrosine used in positron emission tomography (PET)

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Abstract

Two novel triflate precursors for radiolabelling of L-tyrosine in positron emission tomography (PET) for tumor imaging, O-(2-trifluoromethanesulfonyloxyethyl)-N-(tert-butoxycarbonyl)-L-tyrosine methyl ester 9a and O-(2-trifluoromethanesulfonyloxyethyl)-N-(tert-butoxycarbonyl)-L-tyrosine tert-butyl ester 9b, are synthesized. The triflate agent, 9a or 9b, is prepared by esterification of methanol or transesterification of tert-butyl acetate with L-tyrosine, protection of the amine group with di-tert-butyl dicarbonate, alkylation with chlorohydrin, and triflation with trifluoromethanesulfonic anhydride in four steps with overall yields of 30% and 15%, respectively.

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Authors and Affiliations

  1. School of Pharmaceutical Science and Technology, Tianjin University, Tianjin, 300072, China

    ChunYan Liu & ShenDe Jiang

  2. Department of Pharmacy, North China Coal Medical College, Tangshan, 063000, China

    ChunYan Liu

Authors
  1. ChunYan Liu
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  2. ShenDe Jiang
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Correspondence to ShenDe Jiang.

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Supported by Tianjin University

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Liu, C., Jiang, S. Preparation of two triflate precursors for O-(2-[18F] fluoroethyl)-L-tyrosine used in positron emission tomography (PET). Sci. China Ser. B-Chem. 52, 2195–2199 (2009). https://doi.org/10.1007/s11426-009-0195-8

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  • DOI: https://doi.org/10.1007/s11426-009-0195-8

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