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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 247031Generated: October 25, 2026

m-Chloroperbenzoic acid → 2,2-dimethylpropanoyloxymethyl (6R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-methoxyimino-2-(1,3-thiazol-4-yl)acetyl]amino]-5,8-dioxo-5lambda4-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

https://huagongshe.com/reaction/247031

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant2-CephemHCID 71408069—
Reactant2,2-dimethylpropanoyloxymethyl (6R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-methoxyimino-2-(1,3-thiazol-4-yl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 88638101—
SolventChloroformHCID 6212—
Product2,2-dimethylpropanoyloxymethyl (6R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-methoxyimino-2-(1,3-thiazol-4-yl)acetyl]amino]-5,8-dioxo-5lambda4-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 88637991—

Reaction Steps

The product (0.2 g) obtained in Example 3, i.e. a mixture of pivaloyloxymethyl 7-[(Z)-2-methoxyimino-2-(thiazol-4-yl)acetamido]-3-carbamoyloxymethyl-3-cephem-4-carboxylate and 2-cephem isomer thereof, was dissolved in chloroform (1 ml). To this solution was added dropwise a solution of m-chloroperbenzoic acid (0.059 g) in chloroform (1 ml). The mixture was stirred for 1.5 hours at room temperature. Precipitated crystals were filtered, washed with chloroform (2 ml), and dried under reduced pressure to give the title compound (0.092 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04705784
Source datasetuspto-grants-1987_11
ORD IDord-03d8ee6ae4d5419ea4b60c7366d3c559
Source noteuspto-grants-1987_11