Water → HCID 13018200, compound

Participants

Reaction Steps

A mixture of the ester (e3) (30 mg), 10% palladium on charcoal (50 mg), dioxan (4 ml), water (1 ml), ethanol (0.3 ml) and 0.05 M pH 7 phosphate buffer solution (1.3 ml) was shaken under hydrogen for 2h. The catalyst was removed by filtration of the mixture over Celite washing with water (10 ml) and the solution was then concentrated to a volume of about 10 ml. The aqueous solution was washed with ether (3×20 ml) and ethyl acetate (10 ml) before concentrating in vacuo to a volume of about 3 ml. The solution was loaded onto a column (80×12 mm) of XAD-2, which was then eluted with water to afford (5R, 6S)-3-(2-aminoethylthio)-6-[(s)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (e4) which was identified by the absorption at λmax (H2O) 297 nm in the uv spectrum.

Provenance & Evidence