SYNTHESIS OF 5'-C-BRANCHED THYMIDINES AND CONVERSION TO PHOSPHORAMIDITES

Authors
WANG GY MIDDLETON PJ
Citation
Gy. Wang et Pj. Middleton, SYNTHESIS OF 5'-C-BRANCHED THYMIDINES AND CONVERSION TO PHOSPHORAMIDITES, Nucleosides & nucleotides, 17(6), 1998, pp. 1033-1051
Citations number
17
Categorie Soggetti
Biology
Journal title
Nucleosides & nucleotides → ACNP
ISSN journal
07328311
Volume
17
Issue
6
Year of publication
1998
Pages
1033 - 1051
Database
ISI
SICI code
0732-8311(1998)17:6<1033:SO5TAC>2.0.ZU;2-H
Abstract
Thymidine was converted to its 5'-epoxy derivative, which was reacted with nucleophiles to give 5'-C-aminomethyl-, 5'-C-bromomethyl-, 5'-C-c yanomethyl, and 5'-C-methoxymethylthymidine derivatives with defined s tereochemistry. 5'-C-ally-, 5'-C-hydroxymethyl-, 5'-C-hydroxypropyl-, and 5'-C-(imidazole-4-acetamido)metbylthymidine derivatives were also prepared. The 5'-C-branched thymidines were converted to the correspon ding phosphoramidites.