Trifluoroacetic acid → HCID 15390172, compound

Participants

Reaction Steps

After dissolving 1.2 g of 2-(1-hydroxy-1,3-dimethylbutyl)-3-t-butoxycarbonylaminothiophene in 10 ml of methylene chloride, 0.44 g of triethylsilane and 4.3 g of trifluoroacetic acid were added. The mixture was stirred at room temperature for 20 hours, neutralized with a saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain 0.43 g of the desired product as a crystal. 1H-NMR(270 MHz, CDCl3, δppm, J:Hz):0.89(3H,d,J=6.6), 0.90(3H,d,J=6.6), 1.23(3H,d,J=6.6),1.35-1.65(3H,m), 2.95(1H, sextet, J=6.6), 3.35(2H,brs), 6.55(1H,d,J=5.1), 6.95(1H,d,J=5.1)

Provenance & Evidence