Dimethylformamide → HCID 86644639, compound

Participants

Reaction Steps

To a mixture of tert-butyl (1R,2S)-2-({N2-[(1-methyl-1H-indol-2-yl)carbonyl]-L-ornithyl}amino)cyclopentanecarboxylate hydrochloride (0.41 g) and DMF (4.0 ml) were added cyclohexylmethyl 4-nitrophenylcarbamate (0.28 g) and triethylamine (94 mg) under ice-cooling, followed by stirring at room temperature for 1 hour. To the reaction mixture was added water (10 ml) under ice-cooling, followed by stirring at room temperature for 1 hour. The solid precipitated was collected by filtration, washed with water, and purified by silica gel column chromatography (chloroform/THF=10:1) to obtain tert-butyl (1R,2S)-2-({N5-[(cyclohexylmethoxy)carbonyl]-N2-[(1-methyl-1H-indol-2-yl)carbonyl]-L-ornithyl}amino)cyclopentanecarboxylate (0.41 g).

Provenance & Evidence