(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid → [2-(3(S)-{4-[3-(5-Chloro-2-hydroxy-phenyl)-1-(2-hydroxy-ethyl)-1H-pyrazol-4-ylethynyl]-phenylcarbamoyl}-morpholin-4-yl)-2-oxo-1(R)-phenyl-ethyl]-carbamic acid tert-butyl ester

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Reaction Steps

Using the same procedure for the preparation of 18A, reaction of compound 21A with BOC-D-Phg-OH (11A) afforded the title compound 22A as a white powder in similar yield. 1H NMR (CDCl3, 500 MHz) δ 10.60 (s, 1H), 8.71 (s, 1H), 8.62 (s, 1H), 7.90 (d, 2H, J=8.5 Hz), 7.78 (s, 1H), 7.56 (d, 2H, J=8.5 Hz), 7.43 (m, 5H), 7.20 (dd, 1H, J=8.5, 1.5 Hz), 6.97 (d, 1H, J=9.0 Hz), 5.48 (d, 1H, J=6.5 Hz), 5.40 (d, 1H, J=6.0 Hz), 5.29 (s, 1H), 4.81 (d, 1H, J=12.0 Hz), 4.31 (t, 2H, J=5.0 Hz), 4.06 (m, 2H), 3.78 (d, 1H, J=10.5 Hz), 3.64 (t, 1H, J=12.5 Hz), 3.59 (t, 1H, J=1.0 Hz), 3.43 (dd, 1H, J=11.0, 2.5 Hz), 3.06 (t, 1H, J=10.5 Hz), 1.93 (t, 1H, J=5.0 Hz), 1.45 (s, 9H). LCMS (ESI) m/z 722.16 (MNa+), 700.18 (MH+), 644.13 (100), 600.11, 354.11. HPLC: tR=4.48 min.

Provenance & Evidence