HCID 86739671, compound → HCID 70493469, compound

Participants

Reaction Steps

A solution of the phenylmethyl ester product from part (a) (2.0 mmole) in 95% ethanol (50 ml.) containing 10% palladium on carbon catalyst (0.2 g.) is hydrogenated under atmospheric pressure overnight. The catalyst is filtered, washed with 95% ethanol and the filtrate concentrated under reduced pressure into an oily residue which is then treated for 5 minutes with 1.4N hydrochloric acid/acetic acid (10 ml.). The reaction mixture is concentrated under reduced pressure to yield a solid residue. The crude product is purified on an HP-20 column (5% methanol/0.01N hydrochloric acid→90% methanol/0.01N hydrochloric acid) to give (S)-3-[[3-(benzoylamino)-2-hydroxy-4-phenylbutyl]amino]-hexahydro-2-oxo-1H-azepine-1-acetic acid.

Provenance & Evidence