HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 7-(2-Methoxyimino-3-oxo-bromobutyramido)-3-cephem-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | 7-(2-Methoxyimino-3-oxo-4-bromobutyramido)-3-hydroxycepham-4-carboxylic acid | HCID 86738091 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Catalyst | Anisole | HCID 7519 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 7-(2-Methoxyimino-3-oxo-bromobutyramido)-3-cephem-4-carboxylic acid | HCID 131712504 | 85.6% |
Reaction Steps
Trifluoroacetic anhydride (1 ml.), anisole (1 drop) and dimethylformamide (1 drop) were added to a solution of 7-(2-methoxyimino-3-oxo-4-bromobutyramido)-3-hydroxycepham-4-carboxylic acid (syn isomer, 1 g.) in dry tetrahydrofuran (3 ml.) and stirred for 4 hours. After adding methanol (0.3 ml.) into the resultant solution, the solution was stirred for an hour and concentrated in vacuo. The residue was pulverized with diisopropyl ether. The precipitates were collected by filtration and dried over phosphorus pentoxide to give 7-(2-methoxyimino-3-oxo-4-bromobutyramido)-3-cephem-4-carboxylic acid (syn isomer, 0.82 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04518774 |
| Source dataset | uspto-grants-1985_05 |
| ORD ID | ord-6ef1df6c7c9b4e45906873947a66c6ee |
| Source note | uspto-grants-1985_05 |