SYNTHESIS OF 4'-C-ACYLATED THYMIDINES

Authors
MARX A ERDMANN P SENN M KORNER S JUNGO T PETRETTA M IMWINKELRIED P DUSSY A KULICKE KJ MACKO L ZEHNDER M GIESE B
Citation
A. Marx et al., SYNTHESIS OF 4'-C-ACYLATED THYMIDINES, Helvetica Chimica Acta, 79(7), 1996, pp. 1980-1994
Citations number
29
Categorie Soggetti
Chemistry
Journal title
Helvetica Chimica Acta → ACNP
ISSN journal
0018019X
Volume
79
Issue
7
Year of publication
1996
Pages
1980 - 1994
Database
ISI
SICI code
0018-019X(1996)79:7<1980:SO4T>2.0.ZU;2-L
Abstract
Two synthetic pathways towards 4'-C-acylthymidines are presented. Thes e modified mononucleosides are precursors of the 2'-deoxyribonucleotid e 4'-C-radical. They were converted into their corresponding 3'-O-[(2- cyanoethyl) N,N-diisopropylphosphoramidites] 3a-c and incorporated in oligonucleotides by solid-phase synthesis. The structure of some modif ied nucleosides was revealed by X-ray crystal-structure analysis.