Synthesis of an AZT-HEPT hybrid and homologous AzddU derivatives.
3'-Azido-2',3'-dideoxyuridines 6 and their corresponding alpha anomers 5 were synthesized by condensation of silylated 6-alkyl and 5,6-dialkyl substituted uracils 2 with methyl 3-azido-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-alpha, beta-D-erythro-pentofuranoside (4). Compounds 5 and 6 were treated with tetrabutylammonium fluoride to obtain the deprotected nucleosides 7 and 8, respectively.
Larsen
E
E
Department of Chemistry, Odense University, Denmark.
Danel
K
K
Vaaben
G B
GB
el-Emam
A A
AA
Pedersen
E B
EB
Nielsen
C
C
D000998:Antiviral Agents / Q000138:chemical synthesis*; D013941:Thymine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D015215:Zidovudine / Q000031:analogs & derivatives* / Q000138:chemical synthesis
D000998:Antiviral Agents; C061818:1-((2-hydroxyethoxy)methyl)-6-(phenylthio)thymine; D015215:Zidovudine; C058803:3'-azido-2',3'-dideoxyuridine; D013941:Thymine