134448-29-6

Upstream product

• 10045-25-7 1,4,7,10-tetraazacyclododecane tetrahydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 52667-88-6 cyclen tetratosylate 
• 294-90-6 1,4,7,10-tetraazacyclododecan 

Downstream Products

• 156574-89-9 2-[7-(2-Hydroxy-ethyl)-4,10-bis-(toluene-4-sulfonyl)-1,4,7,10-tetraaza-cyclododec-1-yl]-ethanol 
• 170463-86-2 4,10-bis(p-toluenesulfonyl)-1,4,7,10-tetraazabicyclo<5.5.3>pentadecane 
• 519176-16-0 1,7-di(ethoxycarbonylmethyl)-4,10-di(tosyl)-1,4,7,10-tetraazacyclododecane 
• 171416-77-6 1,7-dicarboxymethyl-4,10-di(p-toluenesulfonyl)-1,4,7,10-tetraazacyclododecane 
• 52667-88-6 cyclen tetratosylate 

Relevant academic research and scientific papers

Isomeric trimethylene and ethylene pendant-armed cross-bridged tetraazamacrocycles and in vitro/in vivo comparisions of their copper(II) complexes

Ethylene cross-bridged tetraamine macrocycles are useful chelators in coordination, catalytic, medicinal, and radiopharmaceutical chemistry. Springborg and co-workers developed trimethylene cross-bridged analogues, although their pendant-armed derivatives

Synthesis of new cryptands starting from trans (diprotected and disubstituted) 1,4,7,10-tetraazacyclododecane

New cryptands are synthesised by aminolysis between 1,7- di(ethylacetate)-4,10-di(tosyl)-1,4,7,10-tetraazacyclododecane and various diamines.

1,4-Bis-(4-toluenesulphonyl)-1,4,7,10-tetraazacyclododecane from the direct tosylation of 1,4,7,10-tetraazacyclododecane

The reaction between 1,4,7,10-tetraazacyclododecane and 4-toluenesulphonyl chloride in triethylamine/chloroform yields both the disubstituted isomers of bis-(4-toluenesulphonyl)-1,4,7,10-tetraazacyclododecane. This has been confirmed by 1H NMR

Synthesis of dicarboxymethyl tetraazacyclododecane derivatives for polycondensation

Three different routes to synthesize selectively protected tetraaza macrocycles bifunctionalized with carboxymethyl acid groups have been developed in order to obtain monomers for polycondensation. The first way has been carried out from cyclen, whose synthesis has been improved, requires 6 steps. The second way allowed to obtain the bifunctional protected macrocycle from ethylenediamine and diethyl iminodiacetate in 2 steps. The last way has consisted in synthesizing directly a monomer by cyclization from ethylenediaminetetraacetic acid bisanhydride and ethylenediamine.

Synthesis and Crystal Structure of a Small Bicyclic Tetraaza Proton Sponge, 1,4,7,10-Tetraazabicyclopentadecane Dibromide Perchlorate

The bicyclic tetraamine 1,4,7,10-tetraazabicyclopentadecane (L1) has been synthesized by the reaction of the ditosylate of cyclen with the ditosylate of 1,3-propanediol followed by removal of the tosyl groups.The amine isolated as the trihydrobromide, L1*3HBr, in an overall yield of 23percent (based upon cyclen).The structure of L1*2HBr*HClO4 has been solved by X-ray diffraction techniques at T=120 K; Mr=474.6, orthorhombic, Pnma, a=17.583(4), b=8.664(3), c=11.707(3) Angstroem, Z=4, Dx=1.77 g cm-3, MoKα=0.71073 Angstroem, μ=46.7 cm-1, F(000)=960.R(F)=0.0471 for 1815 reflections with I>2?(I) and wR(F2)=0.0803 for all 2761 unique reflections.The H3L13+ cation exhibits a mirror plane, the secondary nitrogen atoms and a carbon atom lying in the plane.The distance between the tertiary nitrogen atoms is 2.567(4) Angstroem, with one of the acidic hydrogen atoms situated midway between the two nitrogens.The distance between the two secondary nitrogen atoms is 5.194(7) Angstroem, giving rise to a rather elongated conformation of the cyclen ring.The free base L1 behaves as a proton sponge, being a stronger base than hydroxide in water.The concentration protonation constants were determined by potentiometric measurements, which combined with 13C NMR studies gave pK1>15, pK2=7.242(8), pK3=3.202(7) and pK42v symmetry in solution.

Regioselective synthesis of 1,7-diprotected 1,4,7,10-tetraazacyclododecane and preparation of a dialcohol dicarboxylic macrocyclic ligand

The reaction of 1,4,7,10-tetraazacyclododecane with p-toluenesulfonyl chloride in pyridine or with diethyl phosphite and CCl4 in a water/CH2Cl2 mixture yields selectively the 1,7-diprotected regioisomer.The 1,7-diprotected tetraaza cycles are interesting

Structure and Solution Stability of Indium and Gallium Complexes of 1,4,7-Triazacyclononanetriacetate and of Yttrium Complexes of 1,4,7,10-Tetraazacyclododecanetetraacetate and Related Ligands: Kinetically Stable Complexes for Use in Imaging and Radioimmu

Of the four triazacycloalkanetriacetic acids screened for their ability to bind 111In, triazacyclononanetriacetate bound indium most quickly and formed a complex whose dissociation as a function of pD was monitored by 13C NMR spectrometry using a labelled