With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.294-90-6,1,4,7,10-Tetraazacyclododecane,as a common compound, the synthetic route is as follows.
1-(N-acetyl-aza-15-crown-5)-1,4,7,10-tetraazacyclododecane (1b). 260.0 mg (0.88 mmol) 1a dissolved in 10 mL anhyrous acetonitrile was added dropwise to a mixture of cyclen (378.5 mg, 2.20 mmol, 2.5 equiv.), potassium carbonate (5.0 equivs) in 40 mL warm anhydrous acetonitrile under N2 atmosphere for approximately half an hour. The mixture was then stirred at 65-70 C. for about 12 h. The solution was filtered under reduced pressure and the filtrate was evaporated to leave a crude oil that was purified by column chromatography on aluminium oxide with DCM_MeOH=100:5 as an eluent. The product 2 was isolated as a colorless oil (326.6 mg, 0.76 mmol, 86%). 1H NMR (400 MHz, CDCl3): delta 3.74-3.66 (2H, t, J=6.2 Hz), 3.59-3.47 (14H, m), 3.46-3.36 (6H, m), 2.95-2.93 (1H, br), 2.84-2.81 (1H, br), 2.79-2.70 (7H, m), 2.62-2.54 (7H, m); 13C NMR (100 MHz, CDCl3): delta 171.3 (C), 71.4 (CH2), 70.5 (CH2), 70.2 (CH2), 69.9 (3¡ÁCH2), 69.7 (CH2), 69.3 (CH2), 56.9 (CH2), 56.0 (CH2), 52.3 (CH2), 52.1 (CH2), 49.6 (CH2), 49.4 (CH2), 48.5 (CH2), 48.0 (CH2), 46.7 (CH2), 45.6 (CH2), 45.3 (CH2); ESI-MS m/z 432.4 (M+H)+; HRFAB-MS m/z 432.3193 (M+H)+[Calcd. for C20H42N5O5 (M+H)+, 432.3186].
294-90-6, The synthetic route of 294-90-6 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Wong, Wing-Tak; Li, Cong; US2006/57071; (2006); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI