Ethylene Glycol → HCID 101174828, compound

Participants

Reaction Conditions

Reaction Steps

Sodium bicarbonate (0.54 g, 6.43 mmol) in water (10 mL) was added to a stirred solution of streptolydigin (3.86 g, 6.43 mmol) in t-butyl alcohol (600 mL) and deionized water (400 mL). The solution was cooled to 5° C., a solution of sodium periodate (24 g) in water (1100 mL) was added and the temperature was maintained at 5° C. for 27 h, while the reaction mixture was protected from light. Ethylene glycol (16 mL) was added and the solution was extracted with ether, dried and concentrated. The crude material was purified by partition chromatography over Celite to yield streptolic acid.

Provenance & Evidence