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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 34503Generated: October 29, 2026

m-Chloroperbenzoic acid → Benzhydryl 7-[2-(2-tritylaminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate-1-oxide

https://huagongshe.com/reaction/34503

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium BisulfiteHCID 23665763—
ReactantBenzhydryl 7-[2-(2-tritylaminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylateHCID 131715668—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductBenzhydryl 7-[2-(2-tritylaminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate-1-oxideHCID 13171568484%

Reaction Steps

A mixture of benzhydryl 7-[2-(2-tritylaminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate (syn isomer) (35 g), m-chloroperbenzoic acid (8.64 g) and ethyl acetate (300 ml) was stirred for 30 minutes at 0° to 5° C. and then, water (300 ml), sodium bisulfite and sodium bicarbonate were added thereto. The organic layer was separated, washed with an aqueous solution of sodium chloride, dried over magnesium sulfate and evaporated. The residue was triturated with diisopropyl ether to give benzhydryl 7-[2-(2-tritylaminothiazol-4-yl)-2-difluoromethoxyiminoacetamido]-3-chloromethyl-3-cephem-4-carboxylate-1-oxide (syn isomer) (29.93 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04761410
Source datasetuspto-grants-1988_08
ORD IDord-93268cfdc70447dbbff9ca9aaf842625
Source noteuspto-grants-1988_08