Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Trifluoroacetate | HCID 84468 | — |
| Reactant | Iodomethyl pivalate | HCID 104401 | — |
| Reactant | HCID 131713982 | HCID 131713982 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 131713981 | HCID 131713981 | 90.4% |
Reaction Steps
To a solution of 45 mg of sodium 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-methoxymethyl-3-cephem-4-carboxylate (prepared from the corresponding trifluoroacetate) in 1 ml of dimethylacetamide were added, at -15° C., 27 mg of iodomethyl pivalate and the mixture was allowed to react for 15 minutes. At the end of this time, 20 ml of ethyl acetate were added to the reaction mixture, and the mixture was washed, in turn, with water, an aqueous solution of potassium bisulphate and an aqueous solution of sodium bicarbonate. The organic phase was separated and concentrated by evaporation under reduced pressure, and the residue was subjected to column chromatography through silica gel eluted with a 3:1 by volume mixture of ethyl acetate and hexane, to give 49 mg of the title compound, whose properties were identical with those of the compound obtained in Example 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04486425 |
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| Source dataset | uspto-grants-1984_12 |
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| ORD ID | ord-f6862b9fe121483d95770d691ef846d0 |
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| Source note | uspto-grants-1984_12 |
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