Simple and efficient synthesis of 2-[18F]fluoroethyl triflate for high yield 18fluoroethylation

被引：4
|
作者：
Peters, Tanja [1 ]
Vogg, Andreas [1 ]
Oppel, Iris M. [2 ]
Schmaljohann, Joern [1 ]
机构：
[1] Rhein Westfal TH Aachen, Dept Nucl Med, D-52074 Aachen, Germany
[2] Rhein Westfal TH Aachen, Dept Inorgan Chem, D-52074 Aachen, Germany
来源：
APPLIED RADIATION AND ISOTOPES | 2014年 / 94卷
关键词：
2-[F-18]fluoroethyl triflate; 2-[F-18]fluoroethanol; F-18-fluoroethylation; Fluorine-18; BIODISTRIBUTION;
D O I：
10.1016/j.apradiso.2014.07.016
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The [F-18]fluoroethyl moiety has been widely utilized in the synthesis of F-18-labelled compounds. The aim of this work was the reliable synthesis of [F-18]FEtOTf with a novel strategy to increase the reactivity of the commonly used [F-18]FEB and [F-18]FEtOTos. [F-18]FEtOTf and the intermediate [F-18]FEtOH were synthesized in high RCY (78% and 85%, respectively) and purified by SPE. The high potency of [F-18] FEtOTf was shown by the efficient alkylation of the deactivated nucleophile aniline under mild conditions, as well as by the synthesis of [F-18]FEC. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：141 / 146
页数：6
相关论文
共 50 条
  • [31] Current trends in the use of O-(2-[18F]fluoroethyl)-L-tyrosine ([18F]FET) in neurooncology
    Stegmayr, Carina
    Stoffels, Gabriele
    Filss, Christian
    Heinzel, Alexander
    Lohmann, Philipp
    Willuweit, Antje
    Ermert, Johannes
    Coenen, Heinz H.
    Mottaghy, Felix M.
    Galldiks, Norbert
    Langen, Karl-Josef
    NUCLEAR MEDICINE AND BIOLOGY, 2021, 92 : 78 - 84
  • [32] Efficient routine production of the 18F-labelled amino acid O-(2-[18F]fluoroethyl)-L-tyrosine
    Hamacher, K
    Coenen, HH
    APPLIED RADIATION AND ISOTOPES, 2002, 57 (06) : 853 - 856
  • [33] Synthesis of high specific activity [18F]-fluoroethyl -tosylate,-spiperone, and -diprenorphine
    Carpenter, Christina
    Apana, Scott
    Berridge, Marc
    JOURNAL OF NUCLEAR MEDICINE, 2011, 52
  • [34] Efficient O- and N-(β-fluoroethylation)s with NCA [18F]β-fluoroethyl tosylate under microwave-enhanced conditions
    Lu, SY
    Chin, FT
    McCarron, JA
    Pike, VW
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2004, 47 (05): : 289 - 297
  • [35] Comparison between [18F]fluorination and [18F]fluoroethylation reactions for the synthesis of the PDE10A PET radiotracer [18F]MNI-659
    Mori, Wakana
    Takei, Makoto
    Furutsuka, Kenji
    Fujinaga, Masayuki
    Kumata, Katsushi
    Muto, Masatoshi
    Ohkubo, Takayuki
    Hashimoto, Hiroki
    Tamagnan, Gilles
    Higuchi, Makoto
    Kawamura, Kazunori
    Zhang, Ming-Rong
    NUCLEAR MEDICINE AND BIOLOGY, 2017, 55 : 12 - 18
  • [36] Synthesis of 2-[18F]fluoroadenosine (2-[18F]FAD) as potential radiotracer for studying malignancies by PET
    Horti, Andrew G.
    Ravert, Hayden T.
    Mathews, William B.
    Abraham, Edward H.
    Wahl, Richard L.
    Dannals, Robert F.
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2006, 49 (09): : 811 - 815
  • [37] Synthesis and Evaluation of Three Structurally Related 18F-Labeled Orvinols of Different Intrinsic Activities: 6-O-[18F]Fluoroethyl-diprenorphine ([18F]FDPN), 6-O-[18F]Fluoroethyl-buprenorphine ([18F]FBPN), and 6-O-[18F]Fluoroethyl-phenethyl-orvinol ([18F]FPEO)
    Schoultz, Bent W.
    Hjornevik, Trine
    Reed, Brian J.
    Marton, Janos
    Coello, Christopher S.
    Willoch, Frode
    Henriksen, Gjermund
    JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (12) : 5464 - 5469
  • [38] Synthesis of a [18F]fluoroethyltriazolylthymidine radiotracer from [18F]2-fluoroethyl azide and 5-ethynyl-2′-deoxyuridine
    Ackermann, U.
    O'Keefe, G.
    Lee, S. -T.
    Rigopoulos, A.
    Cartwright, G.
    Sachinidis, J. I.
    Scott, A. M.
    Tochon-Danguy, H. J.
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2011, 54 (05): : 260 - 266
  • [39] A Resin-Linker-Vector Approach to Radiopharmaceuticals Containing 18F: Application in the Synthesis of O-(2-[18F]-Fluoroethyl)-L-tyrosine
    Topley, Amy C.
    Isoni, Valerio
    Logothetis, Thomas A.
    Wynn, Duncan
    Wadsworth, Harry
    Gibson, Alex M. R.
    Khan, Imtiaz
    Wells, Neil J.
    Perrio, Cecile
    Brown, Richard C. D.
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (05) : 1720 - 1725
  • [40] Synthesis and radiopharmacology of O-(2-[18F]fluoroethyl)-L-tyrosine for tumor imaging
    Wester, HJ
    Herz, M
    Weber, W
    Heiss, P
    Senekowitsch-Schmidtke, R
    Schwaiger, M
    Stöcklin, G
    JOURNAL OF NUCLEAR MEDICINE, 1999, 40 (01) : 205 - 212
12345