反应详情

Allyl 2-[(3S,4R)-4-{2-(1-allyloxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)-2-oxoethyl}-3-{(1R)-1-t-butyldimethylsilyloxyethyl}-2-oxoazetidin-1-yl]-2-triphenylphosphoranylideneacetate (2.0 g) was dissolved in degassed toluene (40 ml) and the solution was heated to reflux for 8 hours. Evaporation of the solvent gave a residue, which was chromatographed on silica gel (50 g) eluting with a mixture of n-hexane and ethyl acetate (19:1-7:3 V/V) to give allyl (5R,6S)-3-(1-allyloxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)-6-[(1R)-1-t-butyldimethylsilyloxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (0.94 g).

1. temperaturethe solution was heated
2. temperatureto reflux for 8 hours
3. customEvaporation of the solvent
4. customgave a residue, which
5. customwas chromatographed on silica gel (50 g)
6. washeluting with a mixture of n-hexane and ethyl acetate (19:1-7:3 V/V)