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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1657391Erstellt: 26. Oktober 2026

Penicillin V → Diphenylmethyl 6beta-phenoxyacetamido-2,2-dimethylpenam-3alpha-carboxylate

https://huagongshe.com/reaction/1657391

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPenicillin VHCID 6869—
EduktBenzhydrylamineHCID 7036—
EduktIsopropyl nitriteHCID 10929—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktDiphenylmethyl 6beta-phenoxyacetamido-2,2-dimethylpenam-3alpha-carboxylateHCID 14080610—

Reaktionsschritte

6β-Phenoxyacetamido-2,2-dimethylpenam-3α-carboxylic acid (3.50 g, 10 m.moles) was added to a mixture of isopropyl nitrite (2.40 g, 27 m.moles) and diphenylmethylamine (2.21 g, 12 m.moles) in tetrahydrofuran (50 ml) at 35° and stirred for 3 hours. The solvent was removed in vacuo and the gum dissolved in chloroform (50 ml), which solution was washed with 5% sodium bicarbonate solution (50 ml) and then water (50 ml) to leave a gum of the title ester. Yield 2.11 g (40.8% based on the input penicillin acid).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS03960843
Quelldatensatzuspto-grants-1976_06
ORD IDord-9e13c22ef111484597f2a0a324e5cfbb
Quellennotizuspto-grants-1976_06