Diisopropylethylamine → HCID 71466597, compound

Participants

Reaction Steps

(4Z,7Z,10Z,13Z,16Z,19Z)—N-(2-(2-(Methylamino)acetamido)ethyl)docosa-4,7,10,13,16,19-hexaenamide (416 mg, 1.2 mmol) was taken up in 10 mL of DMF along with tert-butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate (154 mg, 1.2 mmol) and DIEA (154 mg, 1.2 mmol). The resulting reaction mixture was stirred at room temperature for 24 h. It was then diluted with EtOAc and washed with water. The organic layer was washed with brine, dried (Na2SO4) and concentrated under reduced pressure. Purification by silica gel chromatography (pentane/EtOAc) afforded 350 mg of the di-Boc derivative of (4Z,7Z,10Z,13Z,16Z,19Z)—N-(2-(2-(1-methylguanidino)acetamido)ethyl)docosa-4,7,10,13,16,19-hexaenamide (43% yield). MS (EI) calcd for C32H51N3O4 541.39. found 542 [M+H]+.

Provenance & Evidence