Ammonia → HCID 86586955, compound

Participants

Reaction Steps

(2S)-2-[3-[2-Mercapto-1-(mercaptomethyl)ethyl]-3-phenethylureido]-3-phenylpropionic acid (Compound No. 9-1, 780 mg) is dissolved in methanol (2 ml). To the solution are added 1 N aqueous ammonia (10 ml) and a 1% aqueous ferric chloride solution (0.5 ml), and the mixture is stirred at room temperature for two hours while bubbling air through it. The reaction mixture is concentrated under reduced pressure, 2 N hydrochloric acid is added to the concentrate under ice cooling to acidify it, and the whole is extracted with ethyl acetate. The organic layer is washed with water and saturated brine successively, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting oily matter is purified by silica gel column chromatography to give 514 mg (66%) of the titled compound (Compound No. 10-1) as oily matter.

Provenance & Evidence