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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65437Generated: October 26, 2026

Potassium Persulfate → 3-(S)-hydroxymethyl-4-(R)-tert.-butylsulphonyl-2-azetidinone

https://huagongshe.com/reaction/65437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium PersulfateHCID 24412—
ReactantPotassium Phosphate, DibasicHCID 24450—
Reactant1-(2,4-dimethoxybenzyl)-3-(S)-hydroxymethyl-4-(R)-tert.butylsulphonyl-2-azetidinoneHCID 18604771—
SolventAcetonitrileHCID 6342—
Product3-(S)-hydroxymethyl-4-(R)-tert.-butylsulphonyl-2-azetidinoneHCID 18604774—

Reaction Steps

A solution of 74 mg (0.2 mmol) of 1-(2,4-dimethoxybenzyl)-3-(S)-hydroxymethyl-4-(R)-tert.butylsulphonyl-2-azetidinone (see Example 20), 486 mg (1.8 mmol) of potassium peroxydisulphate and 174 mg (1.0 mmol) of dipotassium hydrogen phosphate in 4 ml of acetonitrile is stirred for 2 hours at 65° under a reflux condenser, the resulting reaction mixture is freed from acetonitrile under reduced pressure and the aqueous residue is extracted with ethyl acetate. After drying of the organic phase over Na2SO4 and concentration by evaporation in vacuo, a residue is obtained from which the title compound is obtained in the form of colourless crystals by adding a little methylene chloride and ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04614614
Source datasetuspto-grants-1986_09
ORD IDord-aa853de2f5c04505a7cd89b5973f20c2
Source noteuspto-grants-1986_09