Analyzing the synthesis route of 170161-27-0

170161-27-0, 170161-27-0 Tri-tert-butyl 1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate 10940041, acatalyst-ligand compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170161-27-0,Tri-tert-butyl 1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate,as a common compound, the synthetic route is as follows.

General procedure: A solution of x,y-bis(bromomethyl)-1,1′-biphenyl (x,y = 3,3? or 4,4?) (3,3′-bis(bromomethyl)-1,1′-biphenyl/ 4,4′-bis(bromomethyl)-1,1′-biphenyl)S2 (68.0 mg, 200 mumol) was added to a solution of tri-tert-butyl1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate (25.0 mg, 500 mumol), K2CO3 (6.90 mg, 500 mumol)in CH3CN (1.50 mL) under N2 and stirred for 12 hr at room temperature. The reaction mixture wasconcentrated under reduced pressure and extracted with EtOAc. The organic layer was washed with waterand brine, dried with MgSO4 and concentrated in vacuo to obtain the corresponding tri-N-Boc-protectedamine intermediates. A solution of the intermediates was added to bis(pyridin-2-ylmethyl)amine (15.3 mg,77.0 mumol), KI (2.50 mg, 15.0 mumol) and K2CO3 (2.10 mg, 15.0 mumol) in CH3CN (5.00 mL) under N2 andstirred at 80 C for 24 h. The reaction mixture was concentrated under reduced pressure and extracted withEtOAc. The organic layer was washed with water and brine, dried with MgSO4 and concentrated in vacuoto obtain the corresponding tri-N-Boc-protected amine intermediates. The intermediates were thendissolved in CHCl3 (2.50 mL) and treated with 95% aqueous TFA (2.50 mL) at 0 C for 6 h. The mixturewas concentrated under reduced pressure and purified by preparative HPLC to obtain the desiredcompounds 4-5.

170161-27-0, 170161-27-0 Tri-tert-butyl 1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate 10940041, acatalyst-ligand compound, is more and more widely used in various.

Reference£º
Article; Sakyiamah, Maxwell M.; Kobayakawa, Takuya; Fujino, Masayuki; Konno, Makoto; Narumi, Tetsuo; Tanaka, Tomohiro; Nomura, Wataru; Yamamoto, Naoki; Murakami, Tsutomu; Tamamura, Hirokazu; Bioorganic and Medicinal Chemistry; vol. 27; 6; (2019); p. 1130 – 1138;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI