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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1902142Generated: October 30, 2026

Methanol → HCID 22867587, compound

https://huagongshe.com/reaction/1902142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantHCID 57085400HCID 57085400—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 22867587HCID 2286758770.2%

Reaction Steps

(3S ,4S)-3-[(1R)-1-t-Butyldimethylsilyloxyethyl]-4-[(1R)-1-p-chlorophenylthiocarbonylethyl]-2-azetidinone (1.29 g, 3.0 mmol) is dissolved in toluene (10 ml), and thereto are added methanol (2 ml) and chlorotrimethylsilane (0.1 ml). The mixture is stirred at room temperature overnight. The reaction mixture is diluted with ethyl acetate (50 ml), washed several times with brine, dried over magnesium sulfate, and evaporated to remove the solvent to give (3S,4S)-3-[(1R)-1-hydroxyethyl]-4-[(1R)- 1-p-chlorophenylthiocarbonylethyl]-2-azetidinone (627 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05578722
Source datasetuspto-grants-1996_11
ORD IDord-c02e84593b84488b89782723f56d5f93
Source noteuspto-grants-1996_11