Chemical Properties
clear colorless liquid
Uses
1,2-Bis(trimethylsilyloxy)cyclobutene is a useful chemical reactant used in the preparation and biological activity of serine and threonine β-lactones as inhibitors of hepatitis A virus 3C cysteine proteinase.
Application
Used as a suitable reagent for annulation processes and 4-keto ester synthesis.
General Description
Photocycloaddition of 2-cyclohexenones to 1,2-
bis(trimethyl-siloxy)cyclobutene has been studied. It undergoes Aldol condensation reaction with carbonyl compounds. It reacts with Br
2 to give cyclobutanedione.
Synthesis
1,2-Bis(trimethylsilyloxy)cyclobutene is prepared as a colorless liquid by acyloin condensation of Diethyl Succinate
(dispersed Na in toluene or Et2O, reflux) using Chlorotrimethylsilane as trapping agent.
storage
Use in a fume hood; the compound is stable for years if stored in a
tightly screw-capped bottle. Prolonged exposure to moist air leads to decomposition.
