Diisopropylethylamine → HCID 67876623, compound

Participants

Reaction Steps

100 mg of (αS,βS)-β-amino-α-[(S)-2-isopropyl-3-butenyl]cyclohexanepropanol in 20 ml of acetonitrile were treated with 0.080 ml of Hunig base, 174 mg of BOP and 140 mg of (S)-3-carbamoyl-2-(dibenzylacetoxy)propionic acid and stirred at room temperature for 12 hours. Thereafter, the reaction solution was poured onto 1N hydrochloric acid/ice, extracted with ethyl acetate, the extracts were washed with sodium carbonate solution and, finally, dried over sodium sulfate. The solvent was then removed under reduced pressure and the residue was chromatographed on silica gel with a 20:1 mixture of methylene chloride and methanol, to obtain 142 mg (60%) of (S)-2-carbamoyl-1-[[(1S,2S,4S)-1-(cyclohexylmethyl)-2 -hydroxy-4-isopropyl-5-hexenyl]- carbamoyl]ethyl dibenzylacetate in the form of a resin. MS: 591 (M+H)+.

Provenance & Evidence