Nucleosides and Nucleotides p. 1227 - 1232 (1995)
Update date:2022-07-29
Topics:
Becouarn
Czernecki
Valery
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.
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Doi:10.1021/ja00155a006
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