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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2285641Erstellt: 24. Oktober 2026

Sodium Bicarbonate → Cefazolin deacylated

https://huagongshe.com/de/reaction/2285641

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium BicarbonateHCID 516892—
Edukt7beta-Amino-3(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acidHCID 11781989—
EduktHCID 178434161HCID 178434161—
LösungsmittelWaterHCID 962—
ProduktCefazolin deacylatedHCID 635058184,3%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

In water (30 ml) was dissolved 7β-amino-3-(3-oxobutyryloxy)methyl-3-cephem-4-carboxylic acid (3.14 g) together- with sodium hydrogen carbonate (1.84 g) and 2-mercapto-5-methyl-1,3,4-thiadiazole (1.6 g) and the resultant solution was adjusted its pH to 6.4, followed by stirring for one hour at 60° C. After cooling, the reaction solution was washed with dichloromethane and pH of the aqueous layer was adjusted to 3.5 under ice-cooling, followed by stirring for one hour. The precipitated materials were collected by filtration and washed with water, methanol and acetone in this order, followed by drying to give 7β-amino-3-(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (2.9 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04323676
Quelldatensatzuspto-grants-1982_04
ORD IDord-08d6f530993d4d77a871e1ec49768601
Quellennotizuspto-grants-1982_04