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.
To a solution of tri-Boc cyclam S7 (3.80 g, 7.59 mmol) in anhydrous CH3CN (160 mL) were added Na2CO3 (0.956 g, 9.10 mmol) and ethyl bromoacetate (1.00 mL, 9.02 mmol). The reaction mixture was stirred at reflux under Ar overnight. The insoluble salts were filtered, and the filtrate was concentrated under reduced pressure. The residuewas purified by flash column chromatography (silica gel, EtOAc:hexane = 1:2 rampingto 1:1) to give S9 as a white foam (4.06 g, 91%). RF (EtOAc:hexane = 1:1) 0.67. IRvmax/cm 2974, 2933, 2869, 1737, 1685, 1465, 1411, 1366, 1292, 1240, 1154, 1032,772, 731. 1H NMR (300 MHz, CDCI3) 5 1.26 (t, 3H, J 7.2, COOCH2CH3), 1 .46 (5, 27H, 3 C(CH3)3), 1.60-1.78 (m, 2H, CH2CH2CH2), 1.85-2.00 (m, 2H, CH2CH2CH2), 2.60-2.72(m, 2H, CH2N(CH2COOCH2CH3)CH2), 2.80-2.90 (m, 2H, CH2N(CH2COOCH2CH3)CH2),3.22-3.65 (m, 14H, 3 x CH2N(Boc)CH2 & NCH2COOCH2CH3), 4.14 (q, 2H, J 7.2, COOCH2CH3). ?3C NMR (75 MHz, CDCI3) 5 14.2, 27.0, 28.4, 45.2, 46.8, 47.1, 47.3,48.3, 51.8, 52.9, 53.6, 55.3, 60.1, 79.4, 155.4, 155.6, 170.9 (twelve carbon signals overlapping or obscured). MS (ESI) m/z 587.0 ([M+H], 6%), 609.1 ([M+Na], 100%), 1194.9 ([2M+Na], 47%). The spectroscopic data were in agreement with those in the literature.27?28, 170161-27-0
The synthetic route of 170161-27-0 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; THE UNIVERSITY OF SYDNEY; RUTLEDGE, Peter; TODD, Matthew; TRICCAS, James Anthony; WO2014/153624; (2014); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI