Trifluoroacetic acid → 3-Benzyloxymethyl-1-(4-methoxy-benzenesulfonyl)-azepane-2-carboxylic acid hydroxyamide

Participants

Reaction Steps

To a solution of 3-Benzyloxymethyl-1-(4-methoxy-benzenesulfonyl)-azepane-2-carboxylic acid benzhydryloxy-amide (10 mg, 0.016 mmoL) in 0.25 mL of dichloromethane at 0° C. was added 0.25 mL of trifluoroacetic acid followed by triethyl silane (3.7 mg, 0.032 mmoL). After 50 minutes the solvent was removed under reduced pressure and the residue was azeotroped twice with toluene. The residue was then purified by column chromatography (silica: 1.5% to 3% methanol in dichloromethane) to yield 3-Benzyloxymethyl-1-(4-methoxy-benzenesulfonyl)-azepane-2-carboxylic acid hydroxyamide; MS: (M-H)- =447.

Provenance & Evidence