(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → (S)-2-(3-(3,5-dimethylisoxazol-4-yl)ureido)-3-benzyloxy-N-(4-(4-fluorophenoxy)phenyl)propanamide

Participants

Reaction Steps

Proceeding as in Example 1, but substituting (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide and 3,5-dimethylisoxazol-4-ylcarbamic acid hydrochloride, gave Compound 172, (S)-2-(3-(3,5-dimethylisoxazol-4-yl)ureido)-3-benzyloxy-N-(4-(4-fluorophenoxy)phenyl)propanamide. Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 11.99 (br s, 1H), 9.62 (br s, 1H), 8.40-8.38 (d, 1H), 7.55 (s, 1H), 7.36-7.19 (m, 8H), 7.07-7.02 (m, 2H), 6.94-6.76 (m, 3H), 4.74-4.69 (m, 1H), 4.53 (s, 2H), 3.77-3.64 (m, 2H), 3.53-3.42 (m, 2H), 2.06 (s, 3H). MS (EI) for C28H27FN4O4. found 503.0 (MH+).

Provenance & Evidence