Hydrochloric Acid → HCID 86751887, compound

Participants

Reaction Steps

To a solution of (2R,4S)-4-acetylthio-N-(p-nitrobenzyloxycarbonyl)-2-[4-(p-nitrobenzyloxycarbonylaminomethyl)-1-naphthylmethyl]pyrrolidine (144 mg, 0.21 mmol) in methanol-tetrahydrofuran (3:1) (4 ml), 1N aqueous sodium hydroxide (0.24 ml, 0.24 mmol) was added in a nitrogen stream under cooling with ice. This reaction solution was stirred for 10 minutes and then 1N hydrochloric acid (0.24 ml, 0.24 mmol) was added thereto. Then the resulting solution was concentrated in vacuo. The resulting residue was poured into a liquid mixture of ethyl acetate with water. The organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, and concentrated in vacuo to give a crude product of (2R,4S)-4-mercapto-N-(p-nitrobenzyloxycarbonyl)-2-[4-(p-nitrobenzyloxycarbonylaminomethyl)-1-naphthylmethyl]-pyrrolidine as a yellow oily substance.

Provenance & Evidence