Acetic Acid → HCID 70507526, compound

Participants

Reaction Conditions

Reaction Steps

The freshly prepared pivaloyloxymethyl 6-methoxy-2-methyl-1-oxo-6-(2-phenoxyacetamido)carbapen-2-em-3-carboxylate of Method B, Example 25, was dissolved in the minimum necessary tetrahydrofuran and added to a slurry of specially activated zinc powder (Example 2; 500 mg.) in a mixture of 1 ml. acetic acid and 0.5 ml. of tetrahydrofuran maintained at 0° C. After stirring for 1 hour at 0° C., the reaction mixture was diluted with toluene, evaporated to dryness in vacuo and chased several times with toluene. The residue was redissolved in methylene chloride, zinc removed by filtration, and the filtrate reconcentrated to dryness in vacuo. The residue was taken up in ether, insoluble impurities removed by filtration and the filtrate again evaporated to dryness in vacuo to yield pivaloyloxymethyl 6-methoxy-2-methyl-1-oxo-6-(2-phenoxyacetamido)carbapenam-3-carboxylate [20 mg.; Rf 0.70 (4:1 chloroform:ethyl acetate)].

Provenance & Evidence