Triethylamine → HCID 178513886, compound

Participants

Reaction Steps

A mixture of 62.8 mg (0.1 mmol) of (S)-α-[(S)-α-[(tert-butylsulphonyl)methyl]hydrocinnamamido]-N-[(1S,2R)-1-(cyclohexylmethyl)-3-cyclopropyl-2-hydroxy-3-oxopropyl]imidazole-4-propionamide, 12 mg (0.2 mmol) of hydroxylamine hydrochloride and 0.027 ml (0.2 mmol) of triethylamine in 2.5 ml of methanol is heated to reflux for 20 hours. After the usual working-up the crude product obtained is purified by chromatography on 10 g of silica gel using a 8:1 mixture of methylene chloride and methanol as the eluting agent. There are obtained 28 mg of (S)-α-[(S)-α-[(tert-butylsulphonyl)methyl]hydrocinnamamido]-N-[(1S,2R,E/Z=2:1)-1-(cyclohexylmethyl)-3-cyclopropyl-2-hydroxy-3-(hydroxyimino)propyl]imidazole-4-propionamide as an amorphous solid; MS: 644 (M+H)+.

Provenance & Evidence