3-Formyl-5-methylbenzoic acid → N-((S)-3-{2-ethyl-4-[5-(3-formyl-5-methyl-phenyl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide

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Reaction Steps

The title compound (407 mg) was prepared in analogy to rac-N-(3-{4-[5-(3-formyl-phenyl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide starting from 3-formyl-5-methyl-benzoic acid (340 mg, 2.07 mmol) and N—((S)-3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methyl-phenoxy]-2-hydroxy-propyl)-2-hydroxy-acetamide (674 mg, 2.07 mmol). LC-MS: tR=0.85 min; [M+1]+=454.11; 1H NMR (D6-DMSO): δ 1.23 (t, J=7.5 Hz, 3H), 2.36 (s, 3H), 2.55 (s, 3H), 2.74 (q, J=7.5 Hz, 2H), 3.20-3.29 (m, 1H), 3.39-3.48 (m, 1H), 3.70-3.81 (m, 2H), 3.84 (d, J=4.8 Hz, 2H), 3.93-4.00 (m, 1H), 5.32 (d, J=4.8 Hz, 1H), 5.56 (t, J=5.0 Hz, 1H), 7.71 (t, J=5.8 Hz, 1H), 7.82 (s, 2H), 8.06 (s, 1H), 8.34 (s, 1H), 8.50 (s, 1H), 10.15 (s, 1H).

Provenance & Evidence