Trifluoroacetic acid methylene chloride → N-sulfamoyl-N-(2-benzyloxy-6-fluorophenyl)glycine methyl ester

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Reaction Steps

A solution of N-(t-butoxycarbonylsulfamoyl)-N-(2-benzyloxy-6-fluorophenyl)glycine methyl ester (980 mg, 2.09 mmol) 10 mL of trifluoroacetic acid:dichloromethane(1:1) is stirred at RT for 15 min. The solvent is removed under reduced pressure and the residue chromatographed on an Isco Companion (80 g silica gel cartridge, 30-60% gradient of hexane/ethyl acetate) to give N-sulfamoyl-N-(2-benzyloxy-6-fluorophenyl)glycine methyl ester. MS (M−1)−: 367 NMR (CDCl3): δ 7.41 (m, 5H), 7.25 (m, 1H), 2.21 (m, 2H), 5.13 (d, 2H, J=5.0 Hz), 5.02 (br s, 2H), 4.39 (dd, J=32 and 19 Hz, 2H), 3.70 (s, 3H).

Provenance & Evidence