141781-17-1Relevant articles and documents
Novel tsao derivatives modified at positions 3″ and 4″ of the spiro moiety
Lobaton,Velazquez,San-Felix,Chamorro,Tunon,Esteban-Gamboa,De Clercq,Balzarini,Camarasa,Perez-Perez
, p. 675 - 676 (1999)
We have explored the introduction of different functional groups at positions 3″ and 4″ of the spiro moiety of TS AO-T. Alkylation of this spiro moiety afforded mixtures of N and/or C-alkylated derivatives, while acylation occurs, exclusively, on the amino group. Position 3" has been selectively functionalized by halogenation followed by Stille-cross coupling reaction with organostannanes under a variety of experimental conditions. Copyright
TSAO derivatives: Highly specific inhibitors of human immunodeficiency virus type-1 (HIV-1) replication
Camarasa,Perez-Perez,Velazquez,San-Felix,Alvarez,Ingate,Jimeno,Karlsson,De Clercq,Balzarini
, p. 585 - 594 (2007/10/02)
TSAO derivatives represent a unique class of nucleosides that are specifically targeted at HIV-1 RT. This overview is focussed on the chemical synthesis, the conformational studies, the antiviral and metabolic properties of TSAO derivatives, as well as th
Synthesis of {1-[2',5'-bis-O-(t-butyldimethylsilyl)-β-D-xylo- and β-D-ribofuranosyl]Thymine}-3'-spiro-5''-{4''-amino-1'',2''-oxathiol e-2'',2''-dioxide} (TSAO). A novel type of specific anti-HIV agents
Perez-Perez,San-Felix,Camarasa,Balzarini,De Clercq
, p. 3029 - 3032 (2007/10/02)
Reaction of O-mesylcyanohydrins of furanos-3'-ulosyl thymine with bases afforded β-D-xylo- and ribo-3'-substituted nucleosides. 2'-Deoxygenation of the selectively 5'-O-protected nucleoside gave the ribofuranosyl derivative of thymidine.
