Water → 2-(2-{2-[2-(2-{4-[2-(2-{2-[2-(2-Benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)ethanol

Participants

Reaction Steps

To an ice-cooled solution of Compound 23 (1.43 g, 1.62 mmol) in methylene chloride (20 ml), a methylene chloride solution containing 10% trifluoroacetic acid (10 ml) was added; water (1 ml) was added thereto, after which the ice bath was removed, and this was followed by stirring at room temperature for 2 hours and 30 minutes. The reaction solution was poured over a saturated aqueous solution of sodium hydrogen carbonate to stop the reaction, after which extraction from methylene chloride and chloroform was conducted. The combined organic phases were dried with sodium sulfate, filtered, and concentrated under reduced pressure, after which the residue obtained was subjected to silica gel column chromatography (Yamazen YFLC Gel, eluent (ethyl acetate containing 10% methanol)) to yield Compound 24 (light-yellow oil 875 mg, 85%).

Provenance & Evidence