Hydrochloric Acid → HCID 68415751, compound

Participants

Reaction Steps

To a mixture of methyl (1R,2S)-2-({N2-(3-acetoxybenzoyl)-N5-[(benzyloxy)carbonyl]-L-ornithyl}amino)cyclopentanecarboxylate (0.35 g), methanol (3.0 ml), and THF (3.0 ml) was added a 1 M aqueous sodium hydroxide solution (1.9 ml) under ice-cooling, followed by stirring at room temperature over one night. Further, to the reaction mixture were added a 1 M aqueous sodium hydroxide solution (1.0 ml) under ice-cooling, followed by stirring at room temperature for 4 hours. After completion of the reaction, 1 M hydrochloric acid was added thereto under ice-cooling, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography, and diisopropyl ether and ethyl acetate were added to the purified product obtained to give a solid. The solid was collected by filtration to obtain (1R,2S)-2-({N5-[(benzyloxy)carbonyl]-N2-(3-hydroxybenzoyl)-L-ornithyl}amino)cyclopentanecarboxylic acid (0.12 g).

Provenance & Evidence