Propylene Oxide → HCID 88835350, compound

Participants

Reaction Steps

By following the procedure described by Example 4, 4.7 g. (10 mmole) of p-nitrobenzyl 7-[2-(2-thienyl)acetamido]-3-hydroxy-3-cephem-4-carboxylate was reacted for about 3 hours in 50 ml. of dimethylacetamide containing about 2 ml. of propylene oxide with a stoichiometric amount of ethanesulfonyl chloride. The reaction mixture was dissolved in ethyl acetate and the solution washed with a saturated solution of sodium chloride. The organic phase was dried and evaporated to dryness to provide the reaction product. The product was purified by preparative thin layer chromatography on silica gel by employing 65 percent ethyl acetate/hexane for development. The purified product, p-nitrobenzyl 7-[2-(2-thienyl)acetamido]-3-ethylsulfonyloxy-3-cephem-4-carboxylate, gave the following percent elemental composition on microanalysis for the formula C22H21N3O9S3 :

Provenance & Evidence