Isopropanol → HCID 69300585, compound

Participants

Reaction Steps

To a stirred solution of 48 (40 mg, 0.083 mmol) in acetonitrile (0.24 mL) at 23° C. was added carbon tetrachloride (0.238 mL) followed by ruthenium chloride (1.9 mg, 8.3 pmol). A solution of sodium periodate (80 mg, 0.375 mmol) in water (0.36 mL) was added and the resulting suspension was allowed to stir for 18 h. Isopropanol was added and after 10 min, the suspension was filtered through celite. A 1N HCl solution and saturated sodium thiosulfate aqueous solution were added and the mixture extracted with EtOAc, dried over Na2SO4 and then evaporated to dryness. The crude was used without any further purification. The title product 49 (38.2 mg, 100% yield) was isolated as a brown oil. LRMS (ESI): calc. 457.4; found 458.5 (MH)+.

Provenance & Evidence