Bradley, J., Baig Mirza, K., Osborne, T., Wiliams, A., Owens, K. Optimization of the Ugi Reaction Using Parallel Synthesis and Automated Liquid Handling. J. Vis. Exp. (21), e942, doi:10.3791/942 (2008).
ChemSpider 2D Image | tert-Butyl (2-{[2-(tert-butylamino)-2-oxo-1-phenylethyl](2-furylmethyl)amino}-2-oxoethyl)carbamate | C24H33N3O5

tert-Butyl (2-{[2-(tert-butylamino)-2-oxo-1-phenylethyl](2-furylmethyl)amino}-2-oxoethyl)carbamate

Characterization of the Ugi product

tert-butyl (2-{[2-(tert-butylamino)-2-oxo-1-phenylethyl](furan-2-ylmethyl)amino}-2-oxoethyl)carbamate :

white solid; m.p.(11) 202-204 C;

1H NMR (12, spectrum) (500MHz,δppm, CDCl3) 1.33 (s, 9H), 1.45 (s, 9H), 4.21 (m, 2H), 4.49 (d, J=18Hz, 1H), 4.50 (d, J=18Hz, 1H), 5.47 (s, 1H), 5.60 (s, 1H), 5.62 (s, 1H), 5.89 (s, 1H), 6.10 (s, 1H), 7.19 (s, 1H), phenyl 7.21-7.37 (m, 5H);

13C NMR (13, spectrum) (500MHz, δppm, CDCl3) 28.3, 28.6, 42.3, 42.8, 51.7, 62.9, 79.5, 107.7, 110.4, 128.5, 128.7, 129.6, 134.7, 141.9, 149.8, 155.7, 168.4 170.2; IR (14,spectrum) (Ʋmax cm-1 ATR): 1645,1673,1699, 3331;

FAB-HRMS (15, spectrum) (calculated for C24H33N3O5 m/z 444.2498 [M+H], obtained 444.2517.)