Sodium Chloride → HCID 10026366, compound

Participants

Reaction Steps

A suspension of 1.12 g (4.47 mmol) of N-[(benzyloxy)carbonyl]-2,3-dimethyl-β-alanine (EPA 0230266), 1.1 g (4.47 mmol) of 3-(p-methoxyphenyl)-L-alanine methyl ester hydrochloride, 1.7 g (4.47 mmol) of HBTU and 1.25 ml (8.94 mmol) of triethylamine in 40 ml of acetonitrile is stirred at room temperature for 4 hours. After the addition of 50 ml of saturated sodium chloride solution the mixture is extracted 3 times with 50 ml of ethyl acetate each time. The combined organic phases are washed in sequence with 2N hydrochloric acid, water, 50% sodium hydrogen carbonate solution and water, dried over sodium sulphate and evaporated under reduced pressure. For purification, the residue is chromatographed on silica gel using a 95:5 mixture of methylene chloride and methanol as the eluent. N-[3-[1-(Benzyloxy)formamido]-3-methylbutyryl]-3-(p-methoxyphenyl)-L-alanine methyl ester is obtained as a colourless oil; MS: 443 (M+H)+.

Provenance & Evidence