Hydrochloric Acid → HCID 10673130, compound

Participants

Reaction Steps

To a solution of N-[2-(2-methoxycarbonylethyl)-3-(2-naphthylsulfonyl)propionyl]-N-pentylglycine (100 mg), dimethylamine hydrochloride (21 mg), and triethylamine (70 μl) in N,N-dimethylformamide (1 ml) was added diethyl cyanophosphonate (42 μl) at 0° C. After stirring at room temperature for 16 hours, a dilute hydrochloric acid was added, and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium bicarbonate solution and water, dried over MgSO4, and evaporated at reduced pressure. The residue was purified by flash column chromatography on silica eluting with chloroform/methanol (15:1) to give 95 mg of methyl 4-[N-(N,N-dimethylcarbamoylmethyl)-N-pentylcarbamoyl]-5-(2-naphthylsulfonyl)pentanoate as oil. ##STR19##

Provenance & Evidence