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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 26318Erstellt: 23. Oktober 2026

Triethylamine → 3-(Acetyloxy)methyl-7-[[4-(1-pyrryl)butyryl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid

https://huagongshe.com/de/reaction/26318

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt3-((Acetyloxy)methyl)-7-amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidHCID 13729—
EduktIsobutyl chloroformateHCID 62365—
Edukt4-(1H-pyrrol-1-yl)butanoic acidHCID 10419380—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(Acetyloxy)methyl-7-[[4-(1-pyrryl)butyryl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acidHCID 70605273—

Reaktionsbedingungen

Temperatur-10 °C

Reaktionsschritte

4-(1-Pyrryl)butanoic acid (0.05 mole) is dissolved in 50 ml of tetrahydrofuran (THF) and 0.05 mole of triethylamine is added. This mixture is cooled to -10° C. and 0.05 mole of isobutylchloroformate is added. The mixture is stirred for 0.5 hours at -5° C. and then 0.05 mole of 3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid and 0.075 mole of triethyl amine in 50 ml of THF (precooled) is added. The mixture is stirred at 0° C. for 1 hour and then warmed to room temperature. The mixture is diluted with water and extracted with ethyl acetate. The aqueous layer is acidified and extracted with ethyl acetate. The ethyl acetate extracts are combined, dried, filtered, and the solvent evaporated to give the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04148998
Quelldatensatzuspto-grants-1979_04
ORD IDord-6631c8a00d354e8eb16797c3c5063d19
Quellennotizuspto-grants-1979_04