Hydrogen Peroxide → HCID 54031872, compound

Participants

Reaction Conditions

Reaction Steps

Compound 156 (5.608 b, 12.59 mmol) was dissolved in THF/H2O (60 mL/14 mL) and cooled to 0° C. LiOH (1N, 18.89 mL) and H2O2 (35%, 4.45 mL, 50.4 mmol) were combined, and then added to the reaction dropwise keeping T<5° C. the reaction was stirred at 0° C. for 4 hours, and quenched with Na2SO3 (6.3 g) and NaHSO3 (3.4 g) in 50 mL H2O added dropwise. The reaction was stirred for 15 minutes, and the layers separated. The aqueous layer was extracted with EtOAc (3×100 mL), and the combined extracts dried over MgSO4, filtered, and rotovapped to give an oil. The crude material was dissolved in EtOAc (10 mL) and added dropwise to heptane (250 mL). The suspension was stirred for 20 minutes, and the solids filtered and washed with heptane. The filtrate was washed with 60° C. H2O (100 mL), dried over MgSO4, filtered, and rotovapped to give 157 as an oil (3.52 g). the material was used directly in the next step.

Provenance & Evidence