HCID 178485760, compound → HCID 178485759, compound

Participants

Reaction Steps

195 mg of N-[(R)-2-benzyl-5,5-dimethyl-4-oxohexanoyl]-N-methyl-L-histidine benzyl ester were hydrogenated in the presence of 25 mg of palladium-on-carbon (5%) for 2 hours and the N-[(R)-2-benzyl-5,5-dimethyl-4-oxohexanoyl]-N-methyl-L-histidine obtained was reacted in the usual manner with (αS,βS)-β-amino-α-[(S)-2-isopropyl-3-butenyl]cyclohexanepropanol. Chromatographic purification of the crude product obtained on silica gel with a 140:10:0.1 mixture of methylene chloride, methanol and ammonia yielded N-[(1S,2S,4S)-1-(cyclohexylmethyl)-2-hydroxy-4-isopropyl-5-hexenyl]-α-[(R)-2-benzyl-N,5,5-trimethyl-4-oxohexanamido]imidazole-4-propionamide as a thin-layer chromatographically uniform substance, MS: 635 (M+H)+.

Provenance & Evidence