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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 992687Generated: November 1, 2026

Ethyl Acetate → Diphenylmethyl 7beta-formamido-3-[(1,2,3-thiadiazol-5-yl)thio]-3-cephem-4-carboxylate

https://huagongshe.com/reaction/992687

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodiumHCID 5360545—
ReactantDiphenylmethyl 7beta-formamido-3-methanesulfonyloxy-3-cephem-4-carboxylateHCID 10863874—
ReactantHCID 178527744HCID 178527744—
SolventDimethylformamideHCID 6228—
ProductDiphenylmethyl 7beta-formamido-3-[(1,2,3-thiadiazol-5-yl)thio]-3-cephem-4-carboxylateHCID 8815774091.9%

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of diphenylmethyl 7β-formamido-3-methanesulfonyloxy-3-cephem-4-carboxylate (1 g) in DMF (10 ml) was added sodium salt of 5-mercapto-1,2,3-thiadiazole (445 mg) at −30° C. After being stirred at −20° C. for 1 hour, the mixture was poured into a mixture of ice water and ethyl acetate. The organic layer was separated washed with water and brine, dried over magnesium sulfate, and evaporated to give diphenylmethyl 7β-formamido-3-[(1,2,3-thiadiazol-5-yl)thio]-3-cephem-4-carboxylate (961 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06468995B1
Source datasetuspto-grants-2002_10
ORD IDord-dc21ee5a53d540c6a6e01aa80d64226b
Source noteuspto-grants-2002_10