2-(4-((Tert-butoxycarbonyl)amino)phenyl)acetic acid → 3-{3-Benzyl-4-[2-(4-tert-butoxycarbonylamino-phenyl)-acetoxy]-phenyl}-2-ethoxy-propionic acid benzyl ester

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Reaction Steps

The title compound was prepared from 3-(3-benzyl-4-hydroxy-phenyl)-2-ethoxy-propionic acid benzyl ester (48 mg, 0.123 mol) and (4-tert-butoxycarbonylamino-phenyl)-acetic acid (31 mg, 0.123 mmol) in the same manner as described for 3-{3-benzyl-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-acetoxy]-phenyl}-2-ethoxy-propionic acid benzyl ester. The crude product was purified by column chromatography using n-heptane/EtOAc (7:3) as the solvent to afford the product as a as an oil (65.1 mg, 72.2%). 1H NMR (400 MHz, CDCl3): δ 6.90-7.32 (m, 17H), 6.42 (br s, 1H), 5.08 (d, 2H), 3.97-3.98 (m, 1H), 3.73 s, 2H), 3.67 (s, 2H), 3.51-3.60 (m, 1H), 3.22-3.32 (m, 1H), 2.92-2.94 (m, 2H), 1.51 (s, 9H), 1.06-1.10 (t, 3H). Mass Spectrum: M−H+ 622.87.

Provenance & Evidence