2-Thiopheneacetic acid → HCID 86714377, compound

Participants

Reaction Steps

To a solution of 469 mg of thiophen-2-yl-acetic acid in 7.5 ml of dry DMF 449 mg of HOAT, 633 mg of EDC and 0.75 ml of DIPEA were added at 0° C. After 30 min 1259 mg of (S)-2-[3-Amino-4-(1-isopropyl-2-methyl-propylamino)-benzoylamino]-4-methyl-pentanoic acid tert-butyl ester and 0.75 ml of DIPEA were added and the reaction was stirred at it for 16 h. The reaction was then poured into water and extracted with ethyl acetate three times. The combined organic phases were washed with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and concentrated. The crude product was purified by HPLC to yield 250 mg (15%)) (S)-2-[4-(1-Isopropyl-2-methyl-propylamino)-3-(2-thiophen-2-yl-acetylamino)-benzoylamino]-4-methyl-pentanoic acid tert-butyl ester

Provenance & Evidence