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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710254Generated: October 27, 2026

Dichloromethane → (3S,4R)-4-(4-p-nitrobenzyloxycarbonylaminobutyrylthio)-3-methoxy-2-oxoazetidine

https://huagongshe.com/reaction/1710254

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant1,4-DioxaneHCID 31275—
Reactant(3S,4S)-4-acetoxy-3-methoxy-2-oxoazetidineHCID 56607243—
ReactantHCID 178523351HCID 178523351—
SolventPhosphateHCID 1061—
Product(3S,4R)-4-(4-p-nitrobenzyloxycarbonylaminobutyrylthio)-3-methoxy-2-oxoazetidineHCID 18609679—

Reaction Steps

Analogously to Example 55b), an aqueous solution of 480 mg of 4-p-nitrobenzyloxycarbonylaminothiobutyric acid sodium salt is added to 159 mg of (3S,4S)-4-acetoxy-3-methoxy-2-oxoazetidine in 6 ml of a phosphate buffer of a pH of 7 and 0.4 ml of dioxan After working up and chromatography over silica gel, the title compound with the following IR spectrum (CH2Cl2) is obtained: characteristic absorption bands at 2.95, 5.6, 5.78, 5.87, 6.56, 7.41 and 8.26μ.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04952690
Source datasetuspto-grants-1990_08
ORD IDord-59e9568b5d694ddeb2c1d1ae37fce468
Source noteuspto-grants-1990_08