4-Methyl-1-pentanol → HCID 86758028, compound

Participants

Reaction Steps

To a mixture of N-[(R)-1-[3-(1-tert-butoxycarbonyl-4-piperidyl)propionyl]-3-piperidylcarbonyl]-3(S)-ethynyl-β-alanine (0.5 g), 4-methyl-1-pentanol 0.15 ml) and N,N-dimethylaminopyridine (13 mg) in dichloromethane (5 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.23 g) at 0° C. After stirring at an ambient temperature overnight, the solution was evaporated in vacuo. The residue was poured into water and extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate, water and brine, dried over magnesium sulfate, and evaporated in vacuo, subsequently. The residue was purified by column chromatography on silica gel eluting with CHCl3:MeOH (100:1) to give N-[(R)-1-[3-(1-tert-butoxycarbonyl-4-piperidyl)propionyl]-3-piperidylcarbonyl]-3(S)-ethynyl-β-alanine isohexyl ester (0.59 g) as an oil.

Provenance & Evidence