Sodium Carbonate → HCID 178456018, compound

Participants

Reaction Steps

1 g (1.7 mmol) of t-butyl 4-[(S)-2-[[(1S,2S,4S)-1-benzyl-2-hydroxy-4-isopropyl-5-hexenyl]carbamoyl]-2-(1-t-butoxyformamido)ethyl]imidazole-1-carboxylate were dissolved in 7 ml of 5N hydrogen chloride in dioxane and subsequently stirred at room temperature for 2 hours. Thereafter, the reaction mixture was poured into sodium carbonate solution and extracted with ethyl acetate. The organic extract was dried and evaporated and the residue was chromatographed on silica gel with a 3:1 mixture of methylene chloride and methanol, to obtain 340 mg (52%) of (S)-α-amino-N-[(1S,2S,4S)-1-benzyl-2-hydroxy-4-isopropyl-5-hexenyl]imidazole-4-propion-amide as a foam, MS; 385 (M+H)+.

Provenance & Evidence