One-pot synthesis of a piperidine-based rigidified DTPA analogue and its bifunctional chelating agent

Organic & Biomolecular Chemistry
Lorenzo TeiMauro Botta

Abstract

The core structure of cis-3,5-diaminopiperidine was N-alkylated with excess t-butylbromoacetate in order to exploit the successive N-quaternarization and Stevens rearrangement to access the pentaalkylated product and the bifunctional chelating agent containing a N-butanedioic acid pendant arm at the same time. The relaxometric properties of the Gd(III) complexes with these ligands were studied also in terms of pH and serum stabilities.

References

Feb 1, 1991·Journal of Medicinal Chemistry·R FossheimS G Dahl
Sep 22, 2000·Bioorganic & Medicinal Chemistry Letters·K P EisenwienerH R Mäcke
Jun 20, 2008·Organic & Biomolecular Chemistry·Lorenzo TeiGiovanni B Giovenzana
Apr 27, 2010·Chemical Reviews·Samuel Achilefu
Jan 21, 2011·Organic & Biomolecular Chemistry·Giovanni B GiovenzanaFulvio Uggeri
Mar 9, 2011·Chemical Society Reviews·Luciano LattuadaLorenzo Tei

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