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.
[00134] To a solution of 4-(pyren-1 -yl)butanal (37 mg, 0.14 mmol) in 0.9 ml_ DCE, Boc3Cyclam (45 mg, 0.09 mmol) was added and stirred together with 4A molecular sieves for 2 h under nitrogen atmosphere. To this solution sodium triacetoxyborohydride (38 mg, 0.18 mmol) was added and the reaction mixture was allowed to stir at ambient temperature over 24 h under nitrogen atmosphere. Subsequently, the reaction mixture was diluted with sodium bicarbonate and extracted with DCM. The extract was purified by flash chromatography with 35% ethyl acetate/hexanes to give the product (43 mg, 63%); 1 H NMR (400 MHz, CDCb) delta 8.29 (d, J = 9.3 Hz, 1H), 8.21 – 7.98 (m, 7H), 7.88 (d, J = 7.8 Hz, 1H), 3.46 – 3.09 (m, 14H), 2.59 (s, 2H), 2.50 – 2.33 (m, 4H), 1.93 – 1.74 (m, 4H), 1.73 – 1.58 (m, 4H), 1.53 – 1.41 (m, 27H); 13C NMR (100 MHz, CDCb) delta 155.69, 136.80, 131.44, 130.91, 129.80, 128.58, 127.52, 127.24, 127.20, 126.57, 125.81, 125.1 1, 125.05, 124.86, 124.81, 124.67, 123.40, 79.55, 79.36, 55.42, 48.69, 48.55, 47.30, 46.90, 46.62, 45.69, 33.54, 29.85, 29.72, 28.56, 28.50, 26.79; LRMS (ESI+) m/z calc’d for CHesN- e [M + H]+ 757.49, found 757.69., 170161-27-0
As the paragraph descriping shows that 170161-27-0 is playing an increasingly important role.
Reference£º
Patent; THE GOVERNING COUNCIL OF THE UNIVERSITY OF TORONTO; GUNNING, Patrick Thomas; KRASKOUSKAYA, Dziyana; CABRAL, Aaron; MURCAR-EVANS, Bronte; TOUTAH, Krimo; DE ARAUJO, Elvin; (141 pag.)WO2019/68177; (2019); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI