Water → Stavudine

Participants

Reaction Steps

In the above synthesis, 3′,5′-di-O-mesylthymidine is first treated with sodium hydroxide in refluxing water for 2 hours and the resultant 3,4-anhydrothymidine is treated with potassium t-butoxide in dimethyl sulfoxide (DMSO) at room temperature for 2 hrs. The reaction mixture is neutralized, evaporated to dryness and after a series of manipulations which included extraction, declourization, precipitation and recrystallization, gave Stavudine in 79% yield and an overall yield of 56%.

Provenance & Evidence