Boc-Tyr-OMe → (2S)-2-amino-3-[4-(2-{5-methyl-2-[4-(trifluoromethyl)phenyl]-1,3oxazol-4-yl}ethoxy)phenyl]propanoic acid

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Reaction Steps

Intermediate 50 was prepared from 185 mg of N-(Boc)-L-Tyrosine methyl ester and 170 mg of Intermediate 13 to yield 130 mg (48% overall yield) of the title compound as a solid: 1H NMR (DMSO-d6, 400 MHz) δ8.16 (d, 2H, J=8.2), 7.92 (d, 2H, J=8.4), 7.21 (d, 2H, J=8.5), 6.93 (d, 2H, J=8.5), 4.25 (t, 2H, J=6.5), 3.1 (dd, 1H, J=14.4, 4.8), 3.0 (t, 2H, J=6.5), 2.76 (dd, 1H, J=14.4, 7.9), 2.46 (s, 3H); low resolution MS (ES+)m/e 434.9 (MH+).

Provenance & Evidence