Triethylamine → (2S)-3-{4-[(5-ethyl-2-phenyl-1,3-oxazol-4-yl)methoxy]phenyl}-2-({(Z)-1-methyl-3-oxo-3-[4-(trifluoromethyl)phenyl]-1-propenyl}amino)propanoic acid

Participants

Reaction Steps

The title compound was prepared (as described above for the preparation of Example 2) from 98 mg (0.27 mmol) of Intermediate 61, 62 mg (0.27 mmol) of Intermediate 24, and 0.08 mL triethylamine in MeOH (2.0 mL) and trimethylorthoformate (0.5 mL) to yield 95 mg (61% yield) of Example 75 after silica gel chromatography (5%-15% MeOH in DCM): TLC (DCM/MeOH, 4/1): Rf=0.59; 1H NMR (DMSO-d6, 300 MHz) δ11.55 (d, 1H, J=9.0), 7.98-7.90 (m, 4H), 7.73 (d, 2H, J=8.4), 7.51-7.48 (m, 3H), 7.17 (d, 2H, J=8.4), 6.91 (d, 2H, J=8.4), 5.61 (s, 1H), 4.93 (s, 2H), 4.24-4.18 (m, 1H), 3.23-3.16 (m, 1H), 2.86-2.73 (m, 4H), 1.72 (s, 3H), 1.17 (t, 3H, J=7.5); low resolution MS (ES+)m/e 579.05 (MH+).

Provenance & Evidence