Isatoic Anhydride → HCID 67138465, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the title G compound, 3-(3-benzyloxy-4-nitro-phenyl)-2-amino-propionic acid methyl ester (597 mg, 1.7 mmol), isatoic anhydride (278 mg, 1.7 mmol) and pyridine (5 mL) is heated with stirring at 80° C. for 7 h and allowed to cool to RT overnight. The mixture is evaporated to dryness, the residue is dissolved in EtOAc and the solution is washed with water and brine, dried over anhydrous MgSO4, filtered and evaporated. The residue is purified by chromatography (silica gel column, 3×20 cm, on EtOAc-hexane-methanol, 8:12:2) to give 2-(2-amino-benzoylamino)-3-(3-benzyloxy-4-nitro-phenyl)-propionic acid methyl ester: 1H-NMR δ 7.815 (d, 1H), 6.294 (s, 1H), 6.825 (d, 1H), 7.384-7.206 (m, 7H), 6.699-6.577 (m, 3H), 5.532 (br s, 2H), 5.093-5.039 (m, 3H), 3.749 s, 3H), 3.403-3.175 (m, 2H).

Provenance & Evidence