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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 437348Erstellt: 24. Oktober 2026

Dimethylformamide → 3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid propionyloxymethyl ester

https://huagongshe.com/de/reaction/437348

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt3-((Acetyloxy)methyl)-7-amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidHCID 13729—
EduktChloromethyl propionateHCID 221144—
EduktSodiumHCID 5360545—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid propionyloxymethyl esterHCID 21425995—

Reaktionsschritte

To 35 ml of dimethyl formamide is added 7.5 g of the sodium salt of 3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, and the solution is stirred at room temperature for about 30 minutes after which 8 ml of chloromethylpropionate is added. Stirring is continued at room temperature for about 3 hours. The mixture is diluted with ethyl acetate and washed with water. The organic layer is separated and evaporated to dryness. The residue is recrystallized from ethyl acetate to give 3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid propionyloxymethyl ester

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04031083
Quelldatensatzuspto-grants-1977_06
ORD IDord-b4a0409ce0644fb9998d40eeb870d68f
Quellennotizuspto-grants-1977_06