1,2-Dichloroethane → HCID 9797912, compound

Participants

Reaction Steps

N-(t-Butoxycarbonyl)-S-triphenylmethyl)-L-cysteine (0.26 g, 0.55 mmol) was dissolved in DMF (3 mL) with EDC (0.11 g, 0.55 mmol), HOBT (0.074 g, 0.55 mmol) and L-isoleucine-phenethylamide hydrochloride (0.135 g, 0.5 mmol) at .ambient temperature. The pH of the solution was adjusted to 6.5 with triethylamine (0.15 mL, 1.05 mmol). After stirring for 16 h the solvent was evaporated and the residue was partitioned between EtOAc (20 mL) and H20 (20 mL). The aqueous layer was extracted with EtOAc (2×20 mL). The combined organic extract was washed with 10% citric acid solution, aqueous saturated NaHCO3 solution, brine, and dried (Na2SO4). Filtration and concentration gave 0.285 g (87%) of the title compound after chromatography (SiO2, EtOAc: hexane, 1:2).

Provenance & Evidence