HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dicyclohexylcarbodiimide → (6R)-8-Oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | 2-(2,2,2-Trifluoroethanesulfonyl)acetic acid | HCID 20574043 | — |
| Edukt | HCID 178450691 | HCID 178450691 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (6R)-8-Oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | HCID 52921562 | — |
Reaktionsschritte
To a solution of 9.34 g (0.019 mol) of 7-amino-3-[1-(2-methanesulfonamidoethyl)tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid t-butyl ester and 3.9 g (0.019 mol) of 2,2,2-trifluoroethylsulfonylacetic acid in tetrahydrofuran is added dropwise a solution of 3.9 g (0.019 mol) of dicyclohexylcarbodiimide in 100 ml of tetrahydrofuran. The reaction mixture is stirred at 25° for 12 hours, then filtered and concentrated to about 10 ml. The residue is filtered and evaporated to dryness to give 7β-(2,2,2-trifluoroethylsulfonylacetamido)-3-[1-(2-methanesulfonamidoethyl)tetrazol-5-ylthiomethyl[-3-cephem-4-carboxylic acid t-butul ester.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04101656 |
| Quelldatensatz | uspto-grants-1978_07 |
| ORD ID | ord-ca3cedf02e9e4d02bb76f5a47687feb3 |
| Quellennotiz | uspto-grants-1978_07 |