Pyridine → HCID 70590894, compound

Participants

Reaction Conditions

Reaction Steps

A quantity (3.49 g) of trans-7-[o-nitrobenzyloxycarbonylamino]-8-oxo-2,2-dimethyl-3-oxa-1-azabicyclo[4.2.0]octane is dissolved in 10 ml of 2:1 mixture of trifluoroacetic acid and water. After standing at 25° C. for 10 min. most of the solvent is removed in vacuo at 25°. The residue is taken up in 50 ml of benzene and evaporated to dryness in vacuo at 25°. The last step is repeated four more times to give a residue which is taken up in 100 ml of methylene chloride and cooled to 0° C.; whereupon 0.9 ml of acetyl chloride and 1 ml of pyridine are added dropwise. After stirring 1 hour at 0° C., the resulting solution is washed with 3×50 ml of brine and dried over anhydrous magnesium sulfate. The solvent is removed and the residue is chromatographed to give trans-3-[o-nitrobenzyloxycarbonylamino]-4-[2-acetoxyethyl]-2-azetidinone (1.85 g).

Provenance & Evidence