Potassium Carbonate → HCID 68431530, compound

Participants

Reaction Steps

To the product of Step A (221 mg, 0.4 mmol) in 50 mL of 4:1 tert-butanol/water was added potassium carbonate (69 mg, 0.4 mmol), sodium periodate (870 mg, 4.0 mmol), and potassium permanganate (8 mg, 0.05 mmol) and the resulting pink slurry was stirred at room temperature for 12 h. The mixture was then quenched with 10 mL of saturated aqueous sodium bisulfite solution then diluted with 80 mL of 1N hydrochloric acid. The mixture was then extracted with ethyl acetate (3×75 mL), and the organic layers were washed sequentially with 1N hydrochloric acid and saturated aqueous brine (2×50 mL each). The organic phase was dried over magnesium sulfate, filtered, and evaporated in vacuo to yield the crude acid, which was used without further purification. LC/MS 575.3 (M+1), 577.2 (M+3).

Provenance & Evidence