HCID 178455611, compound → HCID 178455610, compound

Participants

Reaction Steps

A suspension of 60 mg (0.09 mmol) of (S)-N-[(1S,2R,3S)-3-azido-1-(cyclohexylmethyl)-3-cyclopropyl-2-hydroxypropyl]-α-[(S)-α-[(tert-butylsulphonyl)methyl]hydrocinnamamido]imidazole-4-propionamide and 20 mg of palladium/carbon (5%) in 15 ml of methanol is hydrogenated at room temperature for 4 hours. After filtering off the catalyst the solvent is evaporated under reduced pressure. For purification, the crude product (40 mg) is chromatographed on 10 g of silica gel using a 80:10:1 mixture of methylene chloride, methanol and ammonia as the eluent. There are obtained 35 mg of (S)-N-[(1S,2R,3S)-3-amino-1-(cyclohexylmethyl)-3-cyclopropyl-2-hydroxypropyl]-α-[(S)-α-[(tert-butylsulphonyl)methyl]hydrocinnamamido]imidazole-4-propionamide as a colourless solid; MS: 630 (M+H)+.

Provenance & Evidence