Tributyltin Chloride → HCID 69287612, compound

Participants

Reaction Steps

To a solution of methyl 2-((3-{[(t-butoxycarbonyl)-amino]methyl}phenyl){[(methylsulfanyl)carbothioyl]oxy}-methyl)tetrahydro-2-furancarboxylate in 30 ml of toluene were added 1.55 g of tri-n-butyltin chloride and 0.03 g of 2,2-diazobis(isobutyronitrile) under an atmosphere of nitrogen gas, and the mixture was heated under reflux for 23 hours. After cooling to room temperature, 100 ml of saturated aqueous potassium fluoride was added. After stirring for 30 minutes, the mixture was extracted with 200 ml of ethyl acetate. The organic layer was dried over magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography, to give 1.26 g of the title compound as a colorless oil.

Provenance & Evidence