Hydrogen Peroxide → HCID 57429835, compound

Participants

Reaction Steps

A solution of 3.700 g of (R)-4-benzyl-3-((R)-6-oxaspiro[2.5]-octane-1-carbonyl)oxazolidin-2-one in 20 ml of tetrahydrofuran/water 3:1 is cooled to 0° C. 0.608 g of lithium hydroxide and 1.95 ml of hydrogen peroxide (30% in water) are added to the solution, which is stirred at room temperature for 6 hours. Saturated aqueous sodium thiosulphate solution is added to the reaction mixture, which is then extracted with tert-butyl methyl ether. The aqueous phase is adjusted to pH 2 with 4M HCl and extracted with dichloromethane. The combined extracts are washed with brine, dried with sodium sulphate and evaporated. The title compound is obtained as a colourless liquid and is employed without further purification for the next stage. Rf=0.55 (dichloromethane-methanol-water-acetic acid 150:54:10:1); Rt=2.10 (Gradient I).

Provenance & Evidence