HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 7-Amino-3-cephem-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | diphenylmethyl (6R,7R)-7-Amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate | HCID 9842110 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Anisole | HCID 7519 | — |
| Product | 7-Amino-3-cephem-4-carboxylic acid | HCID 11735790 | — |
Reaction Steps
36.6 g of 7β-amino-3-cephem-4-carboxylic acid benzhydryl ester in 60 ml of anisole are reacted for 10 minutes at room temperature with 240 ml of trifluoroacetic acid. The reaction mixture is diluted with toluene and evaporated to dryness in vacuo. The residue is dissolved in a mixture of 150 ml of methanol, 250 ml of ether and 10 ml of water and the pH is adjusted to 3.5 with triethylamine. The suspension is cooled for 1 hour to 0° C. and the fine-crystalline precipitate of 7β-amino-3-cephem-4-carboxylic acid is isolated by filtration.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04436903 |
| Source dataset | uspto-grants-1984_03 |
| ORD ID | ord-10cdf4d270bb4d59bbbc112bacac6939 |
| Source note | uspto-grants-1984_03 |