Synthesis of 3'-O-(2-aminoethyl)-2'-deoxyuridines.
Methyl 2-deoxy-3-O-[2-(formylamino)ethyl]-5-O-trityl-D-erythro- pentofuranoside (4) was obtained in a 3-O alkylation reaction by treatment with 2-chloroethylamine in DMF. Compound 4 afforded alpha nucleosides as the main products when condensed with uracils under the Vorbrüggen conditions. The nucleosides were deblocked by treatment with 80% acetic acid and subsequently with sodium methoxide in methanol.
Abdel Aleem
A A
AA
Department of Chemistry, Odense University, Denmark.
Larsen
E
E
Pedersen
E B
EB
Nielsen
C
C
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D002522:Chlorocebus aethiops; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D015497:HIV-1 / Q000187:drug effects; D000882:Haplorhini; D014709:Vero Cells / Q000187:drug effects
D000998:Antiviral Agents; D003857:Deoxyuridine