Hydrogen Sulfide → HCID 15172927, compound

Participants

Reaction Conditions

Reaction Steps

1.95 g (5 mmol) of 2-iodoadenosine was dissolved in 20 ml of N,N-dimethylformamide (DMF), to which were added 0.18 g of bis(triphenylphosphine)palladium dichloride, 0.1 g of cuprous iodide, 2.8 ml of triethylamine and 0.8 ml of cyclohexylacetylene. The resulting mixture was stirred at a temperature of 90° C. for two hours. The reaction solution after being allowed to cool, was concentrated to dryness. The residue obtained was dissolved in chloroform, into which was vigorously introduced hydrogen sulfide gas over one minute. The solution was then dried under reduced pressure. The residue was purified by silica gel column chromatography, followed by recrystallization from ethanol-water, thereby obtaining 1.11 g (2.97 mmol) of crystalline 2-(cyclohexylethynyl)adenosine (yield: 59%).

Provenance & Evidence