Issue 62, 2015
From the journal:

Chemical Communications

Synthesis of 3-chloro-6-((4-(di-tert-butyl[18F]fluorosilyl)-benzyl)oxy)-1,2,4,5-tetrazine ([18F]SiFA-OTz) for rapid tetrazine-based 18F-radiolabeling†

Jun Zhu,ab   Stephen Li,ab   Carmen Wängler,c   Björn Wängler,d   R. Bruce Lennox*a  and  Ralf Schirrmacher*be  

* Corresponding authors

a Department of Chemistry and Centre for Self-Assembled Chemical Structures, McGill University, 801 Sherbrooke St. West, Montreal, Canada
E-mail: bruce.lennox@mcgill.ca
Fax: +1 514-398-3797
Tel: +1-514-398-5244

b Montreal Neurological Institute & Hospital, McGill University, 3801 University Street, Montreal, Canada
E-mail: ralf.schirrmacher@mcgill.ca
Fax: +1 514-340-7502
Tel: +1-514-398-1857

c Biomedical Chemistry, Department of Clinical Radiology and Nuclear Medicine, Medical Faculty Mannheim of Heidelberg University, Mannheim, Germany

d Molecular Imaging and Radiochemistry, Department of Clinical Radiology and Nuclear Medicine, Medical Faculty Mannheim of Heidelberg University, Mannheim, Germany

e Department of Oncology, Div. Oncological Imaging, University of Alberta, 11560 University Avenue, Edmonton, AB, Canada
E-mail: schirrma@ualberta.ca

Abstract

An efficient method to prepare the 18F-labeled tetrazine-derivative [18F]-SiFA-OTz for bioorthogonal radiochemistry was developed. [18F]-SiFA-OTz can be synthesized with a radiochemical yield of 78 ± 5% within 25 min and can quantitatively react with a model strained dienophile, trans-cyclooctenol.

Graphical abstract: Synthesis of 3-chloro-6-((4-(di-tert-butyl[18F]fluorosilyl)-benzyl)oxy)-1,2,4,5-tetrazine ([18F]SiFA-OTz) for rapid tetrazine-based 18F-radiolabeling

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Article information

DOI
https://doi.org/10.1039/C5CC03623B
Article type
Communication
Submitted
30 Apr 2015
Accepted
23 Jun 2015
First published
23 Jun 2015

Chem. Commun., 2015,51, 12415-12418

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Synthesis of 3-chloro-6-((4-(di-tert-butyl[18F]fluorosilyl)-benzyl)oxy)-1,2,4,5-tetrazine ([18F]SiFA-OTz) for rapid tetrazine-based 18F-radiolabeling

J. Zhu, S. Li, C. Wängler, B. Wängler, R. Bruce Lennox and R. Schirrmacher, Chem. Commun., 2015, 51, 12415 DOI: 10.1039/C5CC03623B

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