Boron trifluoride etherate → HCID 86753534, compound

Participants

Reaction Conditions

Reaction Steps

64 mg (0.104 mmole) of (3S, 4R)-3-[(R)-1-t-butyldimethylsilyloxyethyl]-1-[(R)-2-methyl-1-(p-nitrobenzyloxycarbonyl)prop-2-enyl]-4-[(phenylthio)-carbonylmethyl]-2-azetidinone were dissolved in 1.5 ml of acetonitrile. To the solution were added, with stirring at -15° C., 15 mg (0.106 mmole) of boron trifluoride etherate. After 30 minutes, the reaction mixture was diluted with ethyl acetate and washed with a dilute aqueous solution of sodium bicarbonate. The solvent was distilled off under reduced pressure and the resulting residue was subjected to thin layer chromatography using silica gel, developed with a 2:3 by volume mixture of benzene and ethyl acetate, to afford 48 mg (yield 92%) of the title product.

Provenance & Evidence