Hydroxylamine → HCID 86607884, compound

Participants

Reaction Steps

To a solution of 3-{methyl-[4-(naphthalen-2-ylmethoxy)-benzenesulfonyl]-amino}-bicyclo[2.2.1]heptane-2-carboxylic acid (125 mg, 0.268 mmol) in DMF (1 mL) were added 1-(3-dimethylaminopropyl)-3-ethylcarbodimide hydrochloride (103 mg, 0.536 mmol), 1-hydroxybenzotriazole (72.5 mg, 0.536 mmol) and hydroxylamine (50% in water, 82 μL, 1.34 mmol) at room temperature. The mixture was stirred for 20 h, diluted with ethyl acetate (5 mL), and washed with water (3×3 mL) and brine (3 mL). The organic layer was concentrated and the residue was purified by RP-HPLC to give (1R,2S,3R,4S)-N-hydroxy-3-(methyl{[4-(2-naphthylmethoxy)phenyl]sulfonyl}amino)bicyclo[2.2.1]heptane-2-carboxamide (50% yield). MS (ESI) [M+H] 481.2

Provenance & Evidence