Digoxin → Digoxin dialdehyde

Participants

Reaction Steps

Digoxin (2 g) was dissolved in a mixture of DMF (20 ml), methanol (14 ml) and water (14 ml) and treated dropwise with a solution of sodium periodate (1.434 g) in a mixture of water (10 ml) and methanol (10 ml). The solution was stirred for 3 hours at room temperature, then for 2 days at 4° C. The reaction mixture was diluted with water and extracted with ethyl acetate. The combined extracts were washed with brine, dried, and evaporated to yield the digoxin dialdehyde as an oily white solid (2 g).

Provenance & Evidence