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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1657393Erstellt: 27. Oktober 2026

Benzhydrylamine → benzhydryl (6R,7R)-3-methyl-8-oxo-7-[(2-phenoxyacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

https://huagongshe.com/reaction/1657393

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzhydrylamineHCID 7036—
EduktIsopropyl nitriteHCID 10929—
Edukt3-Methyl-7beta-phenoxyacetamidoceph-3-em-4-carboxylic acidHCID 11131827—
LösungsmittelAcetonitrileHCID 6342—
Produktbenzhydryl (6R,7R)-3-methyl-8-oxo-7-[(2-phenoxyacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS03960843
Quelldatensatzuspto-grants-1976_06
ORD IDord-5c6aef9294b24b148c369dedfa9e2e54
Quellennotizuspto-grants-1976_06