204636-97-5Relevant academic research and scientific papers
Stereoselective synthesis of 2',3'-dideoxy-nucleosides via intramolecular glycosylation of phenyl 1-seleno-glycosides. Synthesis of 2',3'-dideoxythymidine
Lluis, Jordi,Matheu, Ma. Isabel,Castillon, Sergio
, p. 1807 - 1810 (2007/10/03)
4-methoxy and 4-(2-trimethylsilylethoxy)pyrimidine bases were attached to the 5-position of the phenyl 2,3-dideoxy-1-seleno-glycero-pentofuranoside moiety. The presence of the silyl protecting group in the base is necessary to lead to neutral β-anhydro nucleosides by intramolecular glycosylation. The subsequent ring opening affords 3'-deoxythymidine with complete stereocontrol.
