HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzhydrylamine → benzhydryl (6R,7R)-3-methyl-8-oxo-7-[(2-phenoxyacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzhydrylamine | HCID 7036 | — |
| Edukt | Isopropyl nitrite | HCID 10929 | — |
| Edukt | 3-Methyl-7beta-phenoxyacetamidoceph-3-em-4-carboxylic acid | HCID 11131827 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | benzhydryl (6R,7R)-3-methyl-8-oxo-7-[(2-phenoxyacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | HCID 112091 | — |
Reaktionsschritte
3-Methyl-7β-phenoxyacetamido ceph-3-em-4-carboxylic acid (3.48 g., 10 m. moles), diphenylmethylamine (3.20 g., 17.5 m. moles) and isopropyl nitrite (3.12 g., 35 m. moles) were heated at 35° over 2 hours in acetonitrile (50 ml). The solvent was removed in vacuo, replaced by ethyl acetate (50 ml) and washed as described in example 7. The organic residue was crystallised from hot isopropanol (30 ml) to yield the title ester (4.25 g., 82.6% based on the input acid) m.pt. 155°, pure by t.l.c.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US03960843 |
| Quelldatensatz | uspto-grants-1976_06 |
| ORD ID | ord-5c6aef9294b24b148c369dedfa9e2e54 |
| Quellennotiz | uspto-grants-1976_06 |