Methanol → HCID 86644636, compound

Participants

Reaction Steps

To a mixture of methyl (1R,2S)-2-[(N5-[(benzyloxy)carbonyl]-N2-{3-[2-(tetrahydro-2H-pyran-2-yloxy)ethoxy]benzoyl}-L-ornithyl)amino]cyclopentanecarboxylate (0.64 g), methanol (10 ml), and methylene chloride (6.0 ml) was added p-toluenesulfonic acid monohydrate (0.22 g) under ice-cooling, followed by stirring at room temperature over one night. The reaction mixture was concentrated under reduced pressure, and ethyl acetate was added to the residue, followed by washing with water. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain methyl (1R,2S)-2-({N5-[(benzyloxy)carbonyl]-N2-[3-(2-hydroxyethoxy)benzoyl]-L-ornithyl}amino)cyclopentanecarboxylate (0.39 g).

Provenance & Evidence