Trifluoromethanesulfonic anhydride → Trifluoromethanesulfonate

Participants

Reaction Steps

Under an inert atmosphere, 190 mg of the product of Step B, 5 ml of methylene chloride, and 0.126 g of thienyl pyridine were mixed together and stirred for 5 minutes. Then at -70° C., 0.140 ml of a solution of (CF3SO2)2O in methylene chloride was added dropwise followed by stirring for 50 minutes while allowing the temperature to rise to -50° C. After concentrating to dryness under a good vacuum, methylene chloride was added with stirring followed by washing with an N aqueous solution of hydrochloric acid, and again concentrating to dryness by distilling under reduced pressure. The residue was chromatographed over silica and eluted with a mixture of methylene chloride and methanol (9/1) to obtain 136 mg of syn isomer of trifluoromethane sulfonate of 1,1-dimethyl ethyl]-methyl]-thieno [2,3-b]pyridinium (6S, 7S ΔZ)l-[[7-((2-triphenylmethylamino)-4-thiazolyl [[2-bromo-2-propenyloxy)-imino]-acetamido]-8-oxo-4-thia-1-azabicyclo[4,2,0]oct-2-en-3-yl]-2-carboxylate

Provenance & Evidence