Tetrahydrofuran → HCID 178456001, compound

Participants

Reaction Steps

A mixture of 95 mg (0.133 mmol) of N-[(1S,2S,4S)-1-(cyclohexylmethyl)-2-hydroxy-4-isopropylhexyl]-α-[(3-phenyl-N-D-prolyl-L-alanyl)amino]imidazole-4-propionamide, 0.025 ml (0.199 mmol) of pivaloyl chloride and 0.185 ml (1.33 mmol) of triethylamine in 10 ml of tetrahydrofuran was stirred at room temperature overnight. After the usual working-up and chromatographic purification on silica gel with a 20:1:0.1 mixture of methylene chloride, methanol and ammonia, there was obtained (S)-N-[(1S,2S,4S)-1-(cyclohexylmethyl)-2-hydroxy-4-isopropylhexyl]-α-[(S)-α-[(R)-1-pivaloyl-2-piperidinecarboxamido]hydrocinnamamido]-imidazole-4-propionamide as a thin-layer chromatographically uniform solid, MS: 722 (M+H)+.

Provenance & Evidence