Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Phosphorus trichloride | HCID 24387 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 70505391 | HCID 70505391 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70505301 | HCID 70505301 | 71% |
Reaction Steps
A 0.38 ml portion of PCl3 was added to a solution of 326 mg of diphenylmethyl 7-(2-thienylacetamido)-2α-methyl-3-(1-methyl-1H-tetrazol-5-yl)thiomethylceph-3-em-4-carboxylate 1-oxide in 5 ml of DMF at -10° C., followed by stirring at the same temperature for 15 minutes. AcOEt and 5% aqueous NaHCO3 solution were added to the reaction solution to separate out the AcOEt layer. The AcOEt layer was washed with saturated aqueous NaCl solution and dried over Na2SO4, followed by distilling off the AcOEt under reduced pressure. The residue was added on a column of silica gel, and the fractions eluted with CH2Cl2.AcOEt (25:1) were collected, followed by distilling off the solvent under reduced pressure, thus yielding 225 mg (71%) of diphenylmethyl 7-(2-thienylacetamido)-2α-methyl-3-(1-methyl-1H-tetrazol-5-yl)thiomethylceph-3-em-4-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04463172 |
|---|
| Source dataset | uspto-grants-1984_07 |
|---|
| ORD ID | ord-c455ee00e2e74e54a120d4fb5b69838e |
|---|
| Source note | uspto-grants-1984_07 |
|---|