Phthalic Anhydride → HCID 178447085, compound

Participants

Reaction Steps

50 mg (0.08 mmol) of (S)-N-[(1S,2S)-3-amino-1-(cyclohexylmethyl)-2-hydroxypropyl]-α-[(R)-α-(3,3-dimethyl-2-oxobutyl)hydrocinnamamido]imidazole-4-propionamide hydrochloride and 1.5 g (10 mmol) of phthalic anhydride were suspended in 15 ml of acetonitrile and heated to reflux overnight. Thereafter, the reaction mixture was evaporated to dryness under reduced pressure and the residue was chromatographed on 10 g of silica gel with a mixture of methylene chloride, methanol and ammonia as the eluting agent, whereby there were obtained 31 mg of (S)-N[(1S,2S)-1-(cyclohexylmethyl)-2-hydroxy-3-phthalimidopropyl]-α-[(R)-α-(3,3-dimethyl-2-oxobutyl)hydrocinnamamido]imidazole-4-propionamide as a foam, MS: 684 (M+H)+.

Provenance & Evidence