112193-80-3

Usage

Molecular structure

1-Benzyl-4,7,10-tritosyl-1,4,7,10-tetraazacyclododecane has a complex molecular structure that includes a tetraazacyclododecane core with benzyl and tritosyl functional groups attached to it.

Usage

It is primarily used in coordination chemistry and metal ion binding studies, particularly in the field of medicinal chemistry for the development of potential metal-based drugs.

Metal ion affinity

1-Benzyl-4,7,10-tritosyl-1,4,7,10-tetraazacyclododecane has a high affinity for metal ions, making it useful in the chelation and removal of heavy metals from biological systems.

Versatile structure and reactivity

The compound's versatile structure and reactivity make it a valuable building block for the synthesis of more complex molecules with specific metal ion binding properties.

Upstream product

• 16695-22-0 N,N-bis(tosyloxyethyl)-p-toluenesulfonamide 
• 52601-81-7 4-Methyl-N,N-bis<2-(methylsulfonyloxy)ethyl>benzolsulfonamid 
• 112193-79-0 N³-benzyl-N¹,N⁵-ditosyl-3-aza-1,5-pentanediamine 

Downstream Products

• 112193-83-6 1-benzyl-1,4,7,10-tetraazacyclododecane 

Relevant academic research and scientific papers

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

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.

N-benzyl and n-heptyl substituted tetraazacyclodecanes

1,5-Bis(methylsulfonyloxi)-3-aza-3-p-toluenesulfonylamidopentane (1) reacts with 4-benzyl-1,7-bis(p-toluenesulfonyl)diethylenetriamine (2) and 4-benzyl-1,7-bis(p-nitrophenylsulfonyl)diethylenetriamine (3) and Cs 2CO3 yielding 1-benzyl-4,7,10-tris(p-toluenesulfonyl)-1,4, 7,10-tetraazacyclododecane (9a) and 1-benzyl-4,10-bis(p-nitrophenylsulfonyl)-7- p-toluenesulfonyl)-1,4,7,10-tetraazacyclododecane (10a), respectively. The corresponding dimers 1,13-bis(benzyl)-4,7,10,16,19,22-hexa(p-toluenesulfonyl)-1, 4,7,10,13,16,19,22-octaazacyclotetracosane (9b) and 1,13-bis(benzyl)-4,10,16,22- tetra(p-nitrophenylsulfonyl)-7,19-bis(p-toluenesulfonyl)-1,4,7,10,13,16,19, 22-octaazacyclotetracosane (10b) could not be isolated but detected by mass spectroscopy. The reactions of 1 with 4-heptyl-1,7-bis(p-nitrophenylsulfonyl) diethylenetriamine (5) and Cs2CO3 results in the formation of 1-heptyl-4,10-bis(p-nitrophenylsulfonyl)-7-p-toluenesulfonyl)-1,4,7,10- tetraazacyclododecane (11) and 1 reacts with 4-benzyl-diethylenetriamine (4) and Cu(O2CCH3)2 forming the dimeric copper complex [{C6H5CH2N(CH2CH2NH 2}2Cu(μ-Cl)OSO2CH3]2 (12). The 1H and 13C NMR spectra of the new compounds as well as the single crystal X-ray structure analyses of 9a, 11, and 12 are reported and discussed.

POLYAZACYCLIC COMPOUNDS. PART I. SYNTHESIS OF ARYLSULFONYL DERIVATIVES OF 1,4,7,10-TETRAAZACYCLODODECANE AND 1-OXA-4,7,10-TRIAZACYCLODODECANE SUBSTITUTED AT REQUIRED NITROGEN ATOMS

A method of preparation of new polyazamacrocyclic compounds substituted at required nitrogen atoms is given based on the example of synthesis of the title derivatives.The method consists in the cyclocondensation of substrates, of which at least one has a tertiary amino group present in the macrocyclic compound.

1-substituted-1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane and analogs

Metal-chelating liquids having the formula STR1 wherein Y is oxygen or STR2 R1 is hydrogen, alkyl, arylalkyl aryl, alkoxy, hydroxyalkyl STR3 wherein G is STR4