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Efficient Synthesis of Multifunctional Chelating Agents Based on Tetraazacycloalkanes

Authors :
Sok, Nicolas
Bernhard, Claire
Désogère, Pauline
Goze, Christine
Rousselin, Yoann
Boschetti, Frédéric
Baglin, Isabelle
Denat, Franck
Procédés Alimentaires et Microbiologiques [Dijon] (PAM)
Université Bourgogne Franche-Comté [COMUE] (UBFC)-Université de Bourgogne (UB)-AgroSup Dijon - Institut National Supérieur des Sciences Agronomiques, de l'Alimentation et de l'Environnement
Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB)
Centre National de la Recherche Scientifique (CNRS)-Université de Bourgogne (UB)-Institut de Chimie du CNRS (INC)
CheMatech - Macrocycle Design Technologies
Département de Pharmacie [CHU d'Angers]
Centre Hospitalier Universitaire d'Angers (CHU Angers)
PRES Université Nantes Angers Le Mans (UNAM)-PRES Université Nantes Angers Le Mans (UNAM)
Centre National de la Recherche Scientifique (CNRS)
University of Burgundy
Conseil Regional de Bourgogne through the 3MIM Project
Source :
European Journal of Organic Chemistry, European Journal of Organic Chemistry, Wiley-VCH Verlag, 2018, 2018 (34), pp.4762-4768. ⟨10.1002/ejoc.201800801⟩
Publication Year :
2018
Publisher :
HAL CCSD, 2018.

Abstract

International audience; An efficient route has been developed for the synthesis of multifunctional tetraazacycloalkanes (in particular 1,4,7,10-tetraazacyclotridecane) incorporating an aminomethyl pendant arm on the carbon skeleton. Starting from the appropriate C-functionalized bisaminal-protected intermediate, the target macrocycles were easily obtained by means of a step-by-step introduction of the desired functional groups onto the free primary amine group, followed by deprotection of the bisaminal intermediates. This straightforward and versatile synthetic approach paves the way for the design of a new family of multifunctional chelators.

Details

Language :
English
ISSN :
1434193X and 10990690
Database :
OpenAIRE
Journal :
European Journal of Organic Chemistry, European Journal of Organic Chemistry, Wiley-VCH Verlag, 2018, 2018 (34), pp.4762-4768. ⟨10.1002/ejoc.201800801⟩
Accession number :
edsair.dedup.wf.001..176bf32f35287e3d1dffbbd8800d37f1
Full Text :
https://doi.org/10.1002/ejoc.201800801⟩