Piperidine → HCID 86644624, compound

Participants

Reaction Steps

To a mixture of tert-butyl (1R,2S)-2-({N5-[(benzyloxy)carbonyl]-N2-[(9H-fluorene -9-ylmethoxy)carbonyl]-L-ornithyl}amino)cyclopentanecarboxylate (4.0 g) and chloroform(80 ml) was added piperidine (6.0 ml) under ice-cooling, followed by stirring at room temperature for 13 hours. The reaction mixture was washed with a saturated sodium bicarbonate solution, water, and saturated brine in this order, and the organic layer was dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1, and then 0→2→5% methanol/chloroform) to obtain tert-butyl (1R,2S)-2-({N5-[(benzyloxy)carbonyl]-L-ornithyl}amino)cyclopentanecarboxylate (2.6 g).

Provenance & Evidence