Hydrochloric Acid → 4-Mercapto-1-Methyl-tetrahydrothiopyraniumtriflate

Participants

Reaction Steps

A cold (ice bath) aqueous solution (4 mL) of 4-acetylthio-1-methyl-tetrahydrothiopyraniumtriflate* (500 mg, 1.47 mmol) was treated with a 1M NaOH solution (2 mL, 2 mmol). The mixture was stirred for ca. 1 h. until all the starting material had disappeared on TLC (reversed phase silica gel). The pH of the strongly basic solution was brought to pH 7.5 with 10% HCl. This thiol was used as such for the next coupling reaction with the enol phosphate.

Provenance & Evidence