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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2309087Generated: November 3, 2026

2-[(3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidin-1-yl]-2-oxoacetic acid 2,2,2-trichloroethyl ester → (3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidine

https://huagongshe.com/reaction/2309087

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-[(3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidin-1-yl]-2-oxoacetic acid 2,2,2-trichloroethyl esterHCID 86741783—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventMethyl AcetateHCID 6584—
Product(3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidineHCID 56630779—

Reaction Steps

A solution of 1.52 g of 2-[(3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidin-1-yl]-2-oxoacetic acid 2,2,2-trichloroethyl ester (crude product) in 290 ml of methanol, 40 ml of methyl acetate and 5.9 ml of water is refluxed for 20 minutes under nitrogen. The solvent is evaporated off in vacuo. After chromatography over silica gel with toluene/ethyl acetate (3:1) the residue yields the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04692442
Source datasetuspto-grants-1987_09
ORD IDord-d31a71601008434e88799e95dee93b62
Source noteuspto-grants-1987_09