4-Nitrophenol → HCID 178510998, compound

Participants

Reaction Steps

To a magnetically stirred solution of HO-GlyLys [ε-CBz] [α-Lys] [Boc]2 (430 mg, 0.65 mmol) and EtOAc (10 ml) was added, in the following order, p-nitrophenol (99 mg, 0.71 mmol) and DCC (147 mg, 0.71 mmol). After stirring at Rt for ca. 5 mins, the reaction mixture became a slurry due to the formation of a gel like precipitate. Stirring was continued at Rt for a further 22 h. The crude reaction mixture was diluted upon the addition of EtOAc (15 ml) then filtered. The filtrate was concentrated under reduced pressure to give an orange/yellow coloured solid. After subjection of the crude material to silica gel flash chromatography (EtOAc), the product PNPO-GlyLys [ε-CBz] [α-Lys] [Boc]2 (Rf 0.4) (344 mg, 66%) was obtained as an off white solid.

Provenance & Evidence