Triethylamine → HCID 86753804, compound

Participants

Reaction Steps

To a solution of the above Compound (36) (42 mg, 0.084 mmol) in 5 ml of dry dichloromethane were added 34 μl (0.244 mmol) of triethylamine and 14 μl (0.181 mmol) of methanesulfonyl chloride under ice-cooling, and the mixture stirred for 15 min at the same temperature. After addition of water, the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give an oil. This oil was dissolved in 2 ml of dry THF. To the solution was added 0.11 ml (0.11 mmol) of 1M tetrabutylammonium fluoride/THF solution under ice-cooling, and the mixture stirred for 20 min at the same temperature. After addition of ice-water, the reaction mixture was extracted with ethyl acetate. The extract was washed with 1N HCl, water, an aqueous saturated sodium hydrogen carbonate solution, and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by a preparative thin layer chromatography (Merck, Kieselgel 60 F254, 0.5 mm; chloroform:methanol=15:1) to give 38 mg (98%) of Compound (13b).

Provenance & Evidence