79463-77-7, name is Diphenyl N-cyanocarbonimidate, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 79463-77-7
To a solution of heptadecan-9-yl 8-((3-aminopropyl)(8-(nonyloxy)-8- oxooctyl)amino)octanoate (220 mg, 0.3 mmol) in 5 mL 2-propanol was added triethylamine (0.04 mL, 0.3 mmol) followed by diphenyl cyanocarbonimidate (72 mg, 0.3 mmol) and the mixture stirred at rt for two hours. To the reaction mixture was added a 2M dimethylamine solution in THF (0.75 mL, 1.5 mmol) and the resulting solution heated to 75 C for 18 hours. Additional 2M dimethylamine/THF solution (0.75 mL, 1.5 mmol) was added and the temperature increased to 85 C. After six hours the reaction was complete by LC/MS so the solution was reduced under vacuum, diluted with DCM and washed once with a saturated aqueous sodium bicarbonate solution. The organic phase was dried (MgSC^), filtered and the filtrate evaporated in vacuo. The residue was purified by silica gel chromatography (0-50% (mixture of 1 % NH4OH, 20% MeOH in dichloromethane) in dichloromethane) to give heptadecan-9-yl (Z)-8-((3-(2-cyano-3,3-dimethylguanidino)propyl)(8-(nonyloxy)-8- oxooctyl)amino)octanoate (119.2 mg, 0.14 mmol, 49%) as a colorless syrup. UPLC/ELSD: RT = 3.52 min. MS (ES): m/z (MH+) 819.0 for C49H95N5O4. XH NMR (300 MHz, CDC13) delta: ppm 7.62 (br. s., 1H); 4.86 (quint, 1H, J = 6 Hz); 4.05 (t, 2H, J = 7.5 Hz); 3.68 (d, 2H, J= 3 Hz); 2.99 (s, 6H); 2.59 (br. s, 2H); 2.43 (br. s, 3H); 2.28 (m, 4H); 1.71 (br. s, 2H); 1.62 (m, 8H); 1.49 (m, 5H); 1.26 (br. m, 50H); 0.88 (t, 9H, J = 7.5 Hz).
Statistics shows that 79463-77-7 is playing an increasingly important role. we look forward to future research findings about Diphenyl N-cyanocarbonimidate.
Reference:
Patent; MODERNATX, INC.; BENENATO, Kerry, E.; KUMARASINGHE, Ellalahewage, Sathyajith; CORNEBISE, Mark; (305 pag.)WO2017/49245; (2017); A2;,
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