Hydrogen chloride-ethyl acetate → HCID 68415743, compound

Participants

Reaction Steps

To a mixture of tert-butyl (1R,2S)-2-({N5-[(benzyloxy)carbonyl]-N2-(3-methoxybenzyl)-L-ornithyl}amino)cyclopentanecarboxylate (0.28 g) and ethyl acetate (3.0 ml) was added a 4 M hydrogen chloride/ethyl acetate solution (3.0 ml) at room temperature, followed by stirring at room temperature over one night. The reaction mixture was concentrated under reduced pressure, and a saturated sodium bicarbonate solution was added to the residue for neutralization, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure, and the residue was purified by silica gel column chromatography. To the compound obtained were added ethyl acetate and a 4 M-hydrogen chloride/ethyl acetate solution (0.5 mL), and the solid precipitated was collected by filtration to obtain (1R,2S)-2-({N5-[(benzyloxy)carbonyl]-N2-(3-methoxybenzyl)-L-ornithyl}amino)cyclopentanecarboxylic acid hydrochloride (0.12 g).

Provenance & Evidence