439211-85-5

Upstream product

• 439211-80-0 cis-9a-methyloctahydro-1H,4H,7H-1,3a,6a,9-tetraazaphenalene 
• 100-39-0 benzyl bromide 
• 439211-81-1 cis-9b-methyldecahydro-2a,4a,7a,9a-tetraazacyclopenta[cd]phenalene 

Downstream Products

• 865875-78-1 (4-benzyl-7,10-diethoxycarbonylmethyl-1,4,7,10-tetraazacyclotridec-1-yl)acetic acid ethyl ester 

Relevant academic research and scientific papers

An organic template approach for the synthesis of selectively functionalised tetraazacycloalkanes

Selectively functionalised tetraazacycloalkanes are obtained from the open-chain tetraamine by using a bisaminal moiety acting both as a template agent and as a N-protecting group.

Regioselective N-functionalization of tetraazacycloalkanes

Bisaminal type compounds obtained by condensation of pyruvic aldehyde with the suitable open-chain tetraamine followed by cyclization with either dibromoethane or dibromopropane can be regioselectively quaternized by a wide range of alkylating agents. Removal of the bisaminal bridge yields the monosubstituted tetraazamacrocycle or bismacrocycle. Further functionalization allows the preparation of bifunctional ligands or trisubstituted macrocycles. The structure of six compounds was solved by X-ray diffraction, and the unexpected results are rationalized according to the molecular modeling calculations.