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. 1999 Feb 16;96(4):1193–1200. doi: 10.1073/pnas.96.4.1193

Figure 2.

Figure 2

Synthetic scheme for the new compounds prepared in this study. (a) Ethyl 4-chloroacetoacetate, H2SO4, rt, 6 d; (b) Br2, AcOH, rt, 1h; (c) DBU, AcOH, benzene, reflux, 1.5 h; (d) DBU, N-(tert-butoxycarbonyl)-α-tert-butyl glutamate, benzene, reflux, 1 h; (e) CF3CO2H, CH2Cl2, rt, 1 d; (f) H2O, reflux, 14 h; (g) i. DMAP, 4-nitrophenyl chloroformate, CH3CN, rt, 7 h. ii DMAP, di-tert-butyl glutamate hydrochloric acid salt, rt, 23 h; (h) CF3CO2H, CH2Cl2, rt, 2 d.