Solvent-controlled regioselective protection of 5'-O-protected thymidine.
This paper describes an efficient procedure for selective 3'-O- or 3-N-protection of 5'-O-tert-butyldimethylsilylthymidine, depending on the use of aprotic polar solvents with low or high dielectric constant, respectively. These syntheses were activated by either ultrasound or microwaves. Several alkyl bromides offer a convenient route to prepare 3'-O- or 3-N-protected and functionalized thymidine derivatives.
Teste
K
K
Laboratoire de Chimie des Substances Naturelles EA1069, Faculté des Sciences et Techniques, 123 Avenue Albert Thomas, F-87060 Limoges, France.
Colombeau
L
L
Hadj-Bouazza
A
A
Lucas
R
R
Zerrouki
R
R
Krausz
P
P
Champavier
Y
Y
D001965:Bromides / Q000737:chemistry; D008872:Microwaves; D015394:Molecular Structure; D012997:Solvents / Q000737:chemistry*; D013237:Stereoisomerism; D013936:Thymidine / Q000737:chemistry*
D001965:Bromides; D012997:Solvents; D013936:Thymidine