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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231238Generated: October 31, 2026

cis-1-(tert-butyldimethylsilyl)-3-[(R)-1-hydroxyethyl]-4-trimethylsilylethynyl-2-azetidinone → trans-3-Acetyl-1-(tert-butyldimethylsilyl)-4-trimethylsilylethynyl-2-azetidinone

https://huagongshe.com/reaction/231238

Reaction equation

Participants

RoleNameHCIDCharge
Reactantcis-1-(tert-butyldimethylsilyl)-3-[(R)-1-hydroxyethyl]-4-trimethylsilylethynyl-2-azetidinoneHCID 67788869—
CatalystHCID 178418406HCID 178418406—
SolventEthyl AcetateHCID 8857—
Producttrans-3-Acetyl-1-(tert-butyldimethylsilyl)-4-trimethylsilylethynyl-2-azetidinoneHCID 5392380093.9%

Reaction Conditions

Temperature25 °C

Reaction Steps

Cis-1-(tert-butyldimethylsilyl)-3-[(R)-1-hydroxyethyl]-4-trimethylsilylethynyl-2-azetidinone (0.15 g) is dissolved in ethyl acetate (20 ml), and 5 g of activated manganese dioxide is added, followed by stirring at 25° C. for 5 hours. The manganese dioxide is filtered off and the filtrate is concentrated to give trans-3-acetyl-1-(tert-butyldimethylsilyl)-4-trimethylsilylethynyl-2-azetidinone (0.14 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04845210
Source datasetuspto-grants-1989_07
ORD IDord-a70f07d30bb5450b8f1aafc39e97d89a
Source noteuspto-grants-1989_07