Novel TSAO derivatives modified at positions 3" and 4" of the spiro moiety.
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.
Lobatón
E
E
Instituto de Química Médica (C.S.I.C.), Madrid, Spain.
Velázquez
S
S
San-Félix
A
A
Chamorro
C
C
Tuñón
V
V
Esteban-Gamboa
A
A
De Clercq
E
E
Balzarini
J
J
Camarasa
M J
MJ
Pérez-Pérez
M J
MJ
D013141:Spiro Compounds / Q000737:chemistry*; D013936:Thymidine / Q000031:analogs & derivatives* / Q000737:chemistry; D014529:Uridine / Q000031:analogs & derivatives
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