353246-07-8

Upstream product

• 7703-74-4 2,6-bis-(bromomethyl)pyridine 
• 353246-04-5 4-(2-(tert-butoxycarbonyl)ethyl)-1,7-bis(2-nitrophenylsulfonyl)-1,4,7-triazaheptane 
• 290325-99-4 2-nitro-[N-(2{2[(2-nitrophenyl)sulfonylamino]ethylamino})ethyl]benzenesulfonamide 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 

Relevant academic research and scientific papers

Regioselective synthesis of N-functionalized 12-membered azapyridinomacrocycles bearing trialkylcarboxylic acid side chains

Selective protection of primary amine moieties of diethylenetriamine by 2-nitrophenylsulfonyl chloride followed by alkylation of the central N atom generates functionalized disulfonamide building blocks. When reacted with 2,6-bis(bromomethyl)pyridine following the Richman-Atkins methodology, such compounds yield the corresponding pyridine-containing azamacrocycles. Smooth removal of the N-sulfonyl groups provides versatile azamacrocyclic intermediates with transannular secondary amine functions. Subsequent N-alkylation regioselectively leads to tri N-functionalized 12-membered azapyridinomacrocycles bearing a sequence of N-acetate and N-propionate side chains.