Potassium Carbonate → HCID 178447082, compound

Participants

Reaction Steps

490 mg (0.565 mmol) of (S)-N-[(1S,2S,4S,5S or R)-1-(cyclohexylmethyl)-2,5-dihydroxy-6-[4-(2-hydroxyethyl)-1-piperazinyl]-4-isopropylhexyl]-α-[(R)-α-(3,3-dimethyl-2-oxobutyl)hydrocinnamamido]-3-t-butoxycarbonylimidazole-4-propionamide are dissolved in 5.5 ml of methanol, treated with 23 mg of potassium carbonate and stirred at room temperature for 5 hours. Thereafter, the reaction mixture is evaporated and the residue is chromatographed on 35 g of silica gel with a 110:10:1 mixture of methylene chloride, methanol and ammonia as the eluting agent, whereby there are obtained 347 mg of (S)-N-[(1S,2S,4S,5S or R)-1-(cyclohexylmethyl)-2,5-dihydroxy-6-[4-(2-hydroxyethyl)-1-piperazinyl]-4-isopropylhexyl]-α-[(R)-α-(3,3-dimethyl-2-oxobutyl)hydrocinnamamido]imidazole-4-propionamide as a white foam, MS: 768 (M+H)+.

Provenance & Evidence