A New Method for Radiosynthesis of C-Labeled Carbamate Groups and its Application for a Highly Efficient Synthesis of the Kappa-Opioid Receptor Tracer [C]GR103545

Schoultz, B.W; Årstad, E; Marton, J; Willoch, F; Drzezga, A; Wester, H.-J; Henriksen, G

A New Method for Radiosynthesis of ¹¹C-Labeled Carbamate Groups and its Application for a Highly Efficient Synthesis of the Kappa-Opioid Receptor Tracer [¹¹C]GR103545

B.W Schoultz¹, E Årstad², J Marton³, F Willoch⁴, A Drzezga⁵, H.-J Wester⁵, G Henriksen^{*, 1, 5}

¹ Department of Chemistry, University of Oslo, Norway

² Institute of Nuclear Medicine, University College London Hospitals NHS Trust, 235 Euston Road, London NW1 2BU, UK; and Hammersmith Imanet Limited, Hammersmith Hospital, Du Cane Road, London W12 0NN, UK

³ ABX Biomedizinische Forschungsreagenzien GmbH, Radeberg, Germany

⁴ Department of Radiology, Aker University Hospital, Aker Universitetssykehus HF, N-0514 Oslo, Norway

⁵ Department of Nuclear Medicine, Klinikum rechts der Isar, Technische Universität München, Germany

Article Information

Identifiers and Pagination:

Year: 2008
Volume: 2
First Page: 72
Last Page: 74
Publisher ID: TOMCJ-2-72
DOI: 10.2174/1874104500802010072

Article History:

Received Date: 28/5/2008
Revision Received Date: 1/7/2008
Acceptance Date: 1/7/2008
Electronic publication date: 16/7/2008
Collection year: 2008

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© Schoultz et al.; Licensee Bentham Open.

open-access license: This is an open access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.5/), which permits unrestrictive use, distribution, and reproduction in any medium, provided the original work is properly cited.

^* Address correspondence to this author at the Department of Nuclear Medicine, Klinikum rechts der Isar, Technische Universität München, Ismaningerstrasse 22, D-81675 München, Germany; Tel: +49 89 4149 2971; Fax: +49 89 4140 4841; E-mail: G.Henriksen@lrz.tum.de

¹¹C-labeled carbamates can be obtained in a three-component coupling reaction of primary or secondary amines with CO₂ and ¹¹C-methylation reagents. [¹¹C]Methyl-triflate mediated methylation of carbamino adducts provides the corresponding ¹¹C-labeled carbamate groups in excellent yields under mild conditions (temperatures ≤ 40°C, 2 min reaction time). The utility of the method has been demonstrated by a highly efficient radiosynthesis of [¹¹C]GR103545.

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