77429-97-1Relevant academic research and scientific papers
Intermolecular hydrogen bonds and the supramolecular structure of N,N′-bis(p-tolylsulfonyl)diethylenetriamine
Padayachy,Fernandes,Marques,De Sousa
, p. 577 - 582 (2008)
The title compound N,N′-bis(p-tolylsulfonyl)diethylenetriamine (1) was synthesized and its crystal structure determined by X-ray diffraction. Adjacent molecules of 1, symmetrically related through a c-glide, are linked by alternating hydrogen bonds that f
Hg cathode-free electrochemical detosylation of N,N-disubstituted p-toluenesulfonamides: mild, efficient, and selective removal of N-tosyl group
Senboku, Hisanori,Nakahara, Kazuo,Fukuhara, Tsuyoshi,Hara, Shoji
supporting information; experimental part, p. 435 - 438 (2010/03/04)
Hg cathode-free electrochemical detosylation of N,N-disubstituted p-toluenesulfonamides was successfully carried out by a constant current electrolysis using an undivided cell equipped with a platinum cathode and a magnesium anode in the presence of an arene mediator. The deprotection proceeded efficiently and selectively under neutral and mild conditions with a stoichiometric amount of electricity without the use of an Hg cathode to obtain the corresponding secondary amines in good to excellent yields.
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
Kohl, Stephan W.,Kuse, Katharina,Hummert, Markus,Schumann, Herbert,Mügge, Clemens,Janek, Katharina,Wei?hoff, Hardy
, p. 397 - 406 (2008/09/21)
Two 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.
Preparation of hexaaza and heptaaza macrocycles functionalized with a single aminoalkyl pendant arm
Zhang, Zhibo,Mikkola, Satu,Loennberg, Harri
, p. 854 - 858 (2007/10/03)
A practical and reproducible route for the preparation of 1,4,7,10,13,16,19-heptaazacyclohenicosane (1), 1,4,7,10,13,16-hexaazacyclooctadecane (2), and 1,4,7,10,13,17-hexaazacycloicosane (3) bearing a single N-(2-amino-ethyl) pendant arm has been develope
Synthesis of polyammonium macrocycles with pendant chains
Gu, Kun-Jian,Bowman-James, Kristin
, p. 1977 - 1980 (2007/10/02)
A facile route is described for the synthesis of polyazaoxamacrocycles with pendant chains that is applicable for the preparation of a variety of macrocycles of differing ring size and heteroatom substitution.
Synthesis of Selectively Protected Tri- and Hexaamine Macrocycles
Martin, Andrea E.,Ford, Thomas M.,Bulkowski, John E.
, p. 412 - 415 (2007/10/02)
A general route to tri- and hexaamine macrocycles containing selectively protected diethylenetriamine units has been developed.Condensation of the N'-benzoyl-N,N"-bis(p-tolylsulfonyl)diethylenetriamine N,N"-disodium salt with bissulfonate esters of two-, four-, and six-carbon diols at high reactant concentrations gave the corresponding 9- and 18- (85percent and 1percent), 11- and 22- (30percent and 20percent), and 13- and 26- (56percent and 17percent) membered tri- and hexaamine macrocycles, respectively.The benzoyl group was selectively removed with potassium tert-butoxide in ca. 90percent yield, and the macrocycles were conveniently separated by chromatography.Details of the synthetic procedures and characterization of the new selectively protected tri- and hexaamine macrocycles are described.
