Potassium trimethylsilanolate → HCID 69386530, compound

Participants

Reaction Steps

(1R)-1-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-({2-[4-(2-{[3-(isopropylsulfinyl)benzyl]oxy}ethoxy)phenyl]ethyl}amino)ethanol (5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-3-{2-[4-(2-{[3-(isopropylsulfinyl)benzyl]oxy}ethoxy)phenyl]ethyl}-1,3-oxazolidin-2-one (0.07 g) was stirred with potassium trimethylsilanolate (0.14 g) in THF (5 ml) under reflux for 2.5 h. After cooling the mixture was diluted with dichloromethane and poured onto a 10 g Bond Elut silica cartridge which was eluted successively with dichloromethane, then dichloromethane:ethanol:0.880 ammonia solution (100:8:1 and then 50:8:1) to give the title compound (0.031 g). LCMS RT=2.61 min. vi) 4-[(1R)-1-Hydroxy-2-({2-[4-(2-{[3-(isopropylsulfinyl)benzyl]oxy}ethoxy)phenyl]ethyl}amino)ethyl]-2-(hydroxymethyl)phenol acetate

Provenance & Evidence