HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-[2-(2-formamidothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid → 7-[2-(2-formamidothiazol-4-yl)-2-(2-aminoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-[2-(2-formamidothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid | HCID 131715289 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 7-[2-(2-formamidothiazol-4-yl)-2-(2-aminoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid | HCID 131715290 | 52.3% |
Reaction Steps
A mixture of 7-[2-(2-formamidothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 0.70 g.), 10% palladium carbon (0.85 g.) and acetic acid (10 ml.) was subjected to catalytic reduction under ordinary pressure at room temperature for 13 hours. The resultant mixture was filtered, and the filtrate was concentrated in vacuo. The residue was stirred in diisopropyl ether (30 ml.) and methanol (10 ml.) for an hour. The precipitates were collected by filtration, washed with diisopropyl ether and dried to give 7-[2-(2-formamidothiazol-4-yl)-2-(2-aminoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 0.35 g.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04698337 |
| Source dataset | uspto-grants-1987_10 |
| ORD ID | ord-a7dce2ca1fbe47a3b19c2204e71901be |
| Source note | uspto-grants-1987_10 |