170871-58-6Relevant articles and documents
Efficient transformation of thymidine into 2',3'-didehydro-2',3'-dideoxy- thymidine (D4T) involving opening of a 2,3'-anhydro derivative by phenylselenol
Becouarn,Czernecki,Valery
, p. 1227 - 1232 (1995)
A new, high-yielding method for introduction of the selenophenyl residue at the 3'- position of thymidine is reported. This reaction avoided any strongly basic or reductive reagent, thus allowing the use of benzoate ester as a protective group at O-5'. Further oxidation-elimination sequence followed by basic deprotection afforded 2',3'-didehydro-2',3'- dideoxythymidine (D4T) in 67.5% overall yield from thymidine.