GENERAL-APPROACH TO THE SYNTHESIS OF SPECIFICALLY DEUTERIUM-LABELED NUCLEOSIDES

Authors
DEVOSS JJ HANGELAND JJ TOWNSEND CA
Citation
Jj. Devoss et al., GENERAL-APPROACH TO THE SYNTHESIS OF SPECIFICALLY DEUTERIUM-LABELED NUCLEOSIDES, Journal of organic chemistry, 59(10), 1994, pp. 2715-2723
Citations number
82
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
10
Year of publication
1994
Pages
2715 - 2723
Database
ISI
SICI code
0022-3263(1994)59:10<2715:GTTSOS>2.0.ZU;2-B
Abstract
Starting from D-(-)-ribose, a set of synthetic routes sharing common i ntermediates has been developed and exemplified in [5'-H-2(2)]-, [4'-H -2]-, [1'-H-2]-, (5'R)-[5'-H-2]-, and (5'S)-[5'-H-2]-N-4-benzoylcytidi ne and, by deoxygenation, their corresponding 2'-deoxynucleosides. The se syntheses provide convenient access to millimolar quantities of deu terium/tritium-labeled natural or unnatural nucleosides for direct use or automated oligonucleotide synthesis.