N-(t-butoxycarbonylsulfamoyl)-N-(7-benzyloxy-3-methoxy-2-oxo-2H-chromen-6-yl)glycine methyl ester → N-sulfamoyl-N-(7-benzyloxy-3-methoxy-2-oxo-2H-chromen-6-yl)glycine methyl ester

Participants

Reaction Steps

A solution of N-(t-butoxycarbonylsulfamoyl)-N-(7-benzyloxy-3-methoxy-2-oxo-2H-chromen-6-yl)glycine methyl ester (0.550 g, 1 mmol) in 40 mL of CH2Cl2/TFA (3:1) is stirred for 40 min at ambient temperature. The solvent is removed under reduced pressure. Methylene chloride is added to the residue and the solvent removed under reduced pressure (4×). The residue is purified by flash chromatography using CH2Cl2/EtOAc (4:1) to afford N-sulfamoyl-N-(7-benzyloxy-3-methoxy-2-oxo-2H-chromen-6-yl)glycine methyl ester as a white solid: mp=178-179° C.; 1H NMR (DMSO-d6) δ 7.74 (s, 1H), 7.52-7.32 (m, 5H), 7.29 (s, 1H), 7.13 (s, 1H), 5.22 (s, 2H), 4.30 (s, 2H), 3.80 (s, 3H), 3.58 (s, 3H); (M−H)−=447.

Provenance & Evidence