Modified Nucleosides. II.1 Economical Synthesis of 2',3'-Dideoxycytidine

Autor: Marcuccio, Sebastian, Elmes, Bryan, Holan, George, Middleton, E. John
Zdroj: Nucleosides and Nucleotides; December 1992, Vol. 11 Issue: 10 p1695-1701, 7p
Abstrakt: An economical two pot synthesis of 2',3'-dideoxycytidine (2) from N4-acetyl-cytidine (4) has been developed. The key feature of this sequence is the in situ reductive elimination of a mixture of 1-(3-bromo-3-deoxy-2,5-di-O-acetyl-β-D-xylofuranosyl)-N4-acetylcytosine (5) and 1-(2-bromo-3-deoxy-3,5-di-O-acetyl-β-D-arabinofuranosyl)-N4-acetylcytosine (6) and subsequent hydrogenation of the resultant olefin over palladised charcoal.
Databáze: Supplemental Index