title: Novel TSAO derivatives modified at positions 3" and 4" of the spiro moiety.
abstract: We have explored the introduction of different functional groups at positions 3" and 4" of the spiro moiety of TSAO-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.
authors.affiliation: Instituto de Química Médica (C.S.I.C.), Madrid, Spain.
authors.forename: E
authors.initials: E
authors.lastname: Lobatón
authors.forename: S
authors.initials: S
authors.lastname: Velázquez
authors.forename: A
authors.initials: A
authors.lastname: San-Félix
authors.forename: C
authors.initials: C
authors.lastname: Chamorro
authors.forename: V
authors.initials: V
authors.lastname: Tuñón
authors.forename: A
authors.initials: A
authors.lastname: Esteban-Gamboa
authors.forename: E
authors.initials: E
authors.lastname: De Clercq
authors.forename: J
authors.initials: J
authors.lastname: Balzarini
authors.forename: M J
authors.initials: MJ
authors.lastname: Camarasa
authors.forename: M J
authors.initials: MJ
authors.lastname: Pérez-Pérez
mesh_terms: D013141:Spiro Compounds / Q000737:chemistry*; D013936:Thymidine / Q000031:analogs & derivatives* / Q000737:chemistry; D014529:Uridine / Q000031:analogs & derivatives
chemical_list: D013141:Spiro Compounds; C082493:1-(2',5'-bis-O-(tert-butyldimethylsilylribofuranosyl)-3-N-methylthymine)-3'-spiro-5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide); D013936:Thymidine; C075132:TSAO-T; D014529:Uridine