New Synthetic Routes for 1-Benzyl-1,4,7,10-tetraazacyclododecane and 1,4,7,10-Tetraazacyclododecane-1-acetic Acid Ethyl Ester, Important Starting Materials for Metal-coded DOTA-Based Affinity Tags

dc.contributor.authorKohl, Stephan W.
dc.contributor.authorKuse, Katharina
dc.contributor.authorHummert, Markus
dc.contributor.authorSchumann, Herbert
dc.contributor.authorMügge, Clemens
dc.contributor.authorJanek, Katharina
dc.contributor.authorWeißhoff, Hardy
dc.date.accessioned2018-10-10T07:34:26Z
dc.date.available2018-10-10T07:34:26Z
dc.date.issued2007
dc.description.abstractTwo improved routes to synthesize 1-benzyl-1,4,7,10-tetraazacyclododecane (6) and 1,4,7,10- tetraazacyclododecane-1-acetic acid ethyl ester (11) are described as well as the synthesis of 1-{2-[4-(maleimido-N-propylacetamidobutyl)amino]-2-oxoethyl}-1,4,7,10-tetraazacyclododecane- 4,7,10-triacetic acid (17) and its Y, Ho, Tm, and Lu complexes. The 1H and 13C NMR spectra of the new compounds as well as the single crystal X-ray structure analyses of the intermediates 4-benzyl-1,7-bis(p-toluenesulfonyl)diethylenetriamine (3) and 1,4,7-tris(p-toluenesulfonyl)diethylenetriamine (7) are reported and discussed. The rare earth complexes of 17 have been characterized by 1H NMR spectroscopy and MALDI-TOF mass spectrometry.en
dc.description.sponsorshipDFG, SPP 1166, Lanthanoidspezifische Funktionalitäten in Molekül und Materialen
dc.identifier.eissn1865-7117
dc.identifier.issn0932-0776
dc.identifier.urihttps://depositonce.tu-berlin.de/handle/11303/8309
dc.identifier.urihttp://dx.doi.org/10.14279/depositonce-7460
dc.language.isoen
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/3.0/
dc.subject.ddc540 Chemie und zugeordnete Wissenschaftende
dc.subject.otherTetraazacyclododecaneen
dc.subject.otherMacrocycleen
dc.subject.otherDOTAen
dc.subject.otheraffinity tagen
dc.subject.otherrare earth complexesen
dc.titleNew Synthetic Routes for 1-Benzyl-1,4,7,10-tetraazacyclododecane and 1,4,7,10-Tetraazacyclododecane-1-acetic Acid Ethyl Ester, Important Starting Materials for Metal-coded DOTA-Based Affinity Tagsen
dc.typeArticleen
dc.type.versionpublishedVersionen
dcterms.bibliographicCitation.doi10.1515/znb-2007-0313
dcterms.bibliographicCitation.issue3
dcterms.bibliographicCitation.journaltitleZeitschrift für Naturforschung Bde
dcterms.bibliographicCitation.originalpublishernameDe Gruyteren
dcterms.bibliographicCitation.originalpublisherplaceBerlinen
dcterms.bibliographicCitation.pageend406
dcterms.bibliographicCitation.pagestart397
dcterms.bibliographicCitation.volume62
tub.accessrights.dnbfree
tub.affiliationFak. 2 Mathematik und Naturwissenschaften::Inst. Chemiede
tub.affiliation.facultyFak. 2 Mathematik und Naturwissenschaftende
tub.affiliation.instituteInst. Chemiede
tub.publisher.universityorinstitutionTechnische Universität Berlinde

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