HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 178502772, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | benzhydryl (6R)-3-(iodomethyl)-7-[[(2Z)-2-methoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | HCID 13239634 | — |
| Reactant | 2-Methoxycarbonylaminothiazolo[4,5-c]pyridine | HCID 15593548 | — |
| Catalyst | Anisole | HCID 7519 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 178502772 | HCID 178502772 | — |
Reaction Steps
A solution of diphenylmethyl 7-[(Z)-2-methoxyimino-2-(2-tritylaminothiazol-4-yl)acetamido]-3-iodomethyl-3-cephem-4-carboxylate [VIIa] (419 mg, 0.45 mmole) and 2-methoxycarbonylaminothiazolo[4,5-c]pyridine (94 mg, 0.45 mmole) in 2 ml of dry DMSO was allowed to stand at room temperature for 1 hour and diluted with ether to give 514 mg of crude quaternary salt, which was treated with 5 ml of TFA and 3 drops of anisole at room temperature for 30 minutes. The mixture was evaporated in vacuo and triturated with ether to afford 338 mg of crude Is which was purified on a column of HP-20 resin (40 ml) using 30% aqueous CH3OH as an eluant to give 95 mg (35%) of Is. Mp. 156°~184° C. (dec.). Estimated purity by HPLC: 40%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04500526 |
| Source dataset | uspto-grants-1985_02 |
| ORD ID | ord-4722ab0c5e45493cba1cf36bf6d5137b |
| Source note | uspto-grants-1985_02 |