Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodomethyl pivalate | HCID 104401 | — |
| Reactant | HCID 141573519 | HCID 141573519 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 141573500 | HCID 141573500 | 92% |
Reaction Steps
Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(tetrahydrofuran-3-yl)methylthio-3-cephem-4-carboxylate (71 mg) was dissolved in dimethylformamide (1 ml) and the solution was cooled to -20° C. The solution, after addition of iodomethyl pivalate (66 mg) thereto, was stirred at a temeprature of -20° to 10° C. for 30 minutes, after which cold water (10 ml) was added to the reaction solution. The resulting mixture was extracted with ethyl acetate (10 ml) and the organic layer separated was washed with an aqueous sodium chloride, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to leave a yellow oil. The oily residue was purifed by a column chromatography on a silica gel column (40 g) with elution using ethyl acetate as eluent to collect fractions containing the titled compound. Concentration of the fractions so collected under reduced pressure gave the titled compound (77 mg; 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05332731 |
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| Source dataset | uspto-grants-1994_07 |
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| ORD ID | ord-d505bd4c11b44dcf924e4aa7f97a4c2d |
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| Source note | uspto-grants-1994_07 |
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