Cytidine → HCID 14862337, compound

Participants

Reaction Steps

A suspension of 19.1 g of 5-chloromercuriccytidine (b) in 150 ml of methanol was prepared and then 210 ml of a methanol solution of 0.1 M lithium palladium chloride (Li2PdCl4), 40 ml of methyl acrylate, and 4.12 g of cupric chloride were added to above suspension and the mixture was stirred at room temperature for 14 hours. The palladium precipitate was removed by filtration and hydrogen sulfide was bubbled into the filtrate and the formed precipitate was removed by Celite filtration. The filtrate was neutralized with a saturated sodium bicarbonate solution and evaporated to dryness under reduced pressure. The residue was recrystallized from aqueous solution to give 4.62 g of (E)-5-(2-methoxycarbonyl ethenyl) cytidine (c).

Provenance & Evidence