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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 866884Erstellt: 25. Oktober 2026

Dicyclohexylcarbodiimide → (6R)-8-Oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

https://huagongshe.com/reaction/866884

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt2-(2,2,2-Trifluoroethanesulfonyl)acetic acidHCID 20574043—
EduktHCID 178450691HCID 178450691—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(6R)-8-Oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 52921562—

Reaktionsschritte

To a solution of 9.34 g (0.019 mol) of 7-amino-3-[1-(2-methanesulfonamidoethyl)tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid t-butyl ester and 3.9 g (0.019 mol) of 2,2,2-trifluoroethylsulfonylacetic acid in tetrahydrofuran is added dropwise a solution of 3.9 g (0.019 mol) of dicyclohexylcarbodiimide in 100 ml of tetrahydrofuran. The reaction mixture is stirred at 25° for 12 hours, then filtered and concentrated to about 10 ml. The residue is filtered and evaporated to dryness to give 7β-(2,2,2-trifluoroethylsulfonylacetamido)-3-[1-(2-methanesulfonamidoethyl)tetrazol-5-ylthiomethyl[-3-cephem-4-carboxylic acid t-butul ester.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04101656
Quelldatensatzuspto-grants-1978_07
ORD IDord-ca3cedf02e9e4d02bb76f5a47687feb3
Quellennotizuspto-grants-1978_07