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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465214Generated: October 31, 2026

Acetate → HCID 86740420, compound

https://huagongshe.com/reaction/465214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetateHCID 175—
ReactantPhenylacetyl chlorideHCID 7679—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86740421HCID 86740421—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86740420HCID 86740420—

Reaction Steps

To a solution of 0.61 g of acetate of sodium (3S,4R)-4-acetoxy-3-amino-2-oxoazetidine-1-sulfonate obtained in Example 21B in 20 ml of a mixture of water and THF(1:1) is added under ice-cooling 0.61 of g phenylacetyl chloride while keeping the pH of the reaction mixture at pH 7.0-7.5 by use of sodium hydrogen carbonate. The stirring is continued for 1.5 hours at the same temperature. THF is removed by evaporation under reduced pressure. The residue is purified on an XAD-II (Rohm and Haas Co.) column chromatography to give 0.42 g of sodium (3S,4S)-4-acetoxy-3-phenylacetamido-2-oxoazetidine-1-sulfonate. The IR spectrum and NMR data of this compound are in agreement with those of the compound obtained in Example 19B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04550105
Source datasetuspto-grants-1985_10
ORD IDord-1ad03de9cfab405dbe0a51364e42ad23
Source noteuspto-grants-1985_10