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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2398962Erstellt: 25. Oktober 2026

7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid → (Pivaloyloxy)methyl (6R-trans)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

https://huagongshe.com/reaction/2398962

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidHCID 1883—
EduktDimethylformamideHCID 6228—
EduktSodiumHCID 5360545—
Edukt4-Chloro-2,2-dimethylbutanoateHCID 21753047—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(Pivaloyloxy)methyl (6R-trans)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylateHCID 119617—

Reaktionsschritte

To 35 ml of dimethylformamide is added 7.5 g of the sodium salt of 7-amino-3-methyl-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 chloromethylpivalate is added. Stirring is continued at room temperature for about 3 hours. The mixture is diluted with ethylacetate and washed with water. The organic layer is separated, evaporated to dryness, and the residue is recrystallized from ethylacetateto give 7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid pivalyloxymethyl ester.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04026887
Quelldatensatzuspto-grants-1977_05
ORD IDord-16f4139f2d0d4ddf959bedd62c2c1ae0
Quellennotizuspto-grants-1977_05