Scheme 1.
Synthesis of oxazoline (1) and oxazoles (2, 3) analogs. Reagents: (a) L-serine benzyl ester, DIPEA, CH2Cl2, 0°C to 50°C, 14 h; (b) DAST, K2CO3, −78°C, CH2Cl2, 1 h; (c) DBU, BrCCl3, CH2Cl2, 0°C to RT, 2 h; (d) H2, Pd-C, 14h; (e) Benzyl amine, EDC, DMAP, CH3CN, room temp, 14 h.