SYNTHESIS OF 2',3'-DIDEOXYPURINENUCLEOSIDES VIA THE PALLADIUM-CATALYZED REDUCTION OF ACETYL-3-BROMO-3-DEOXY-BETA-D-XYLOFURANOSYL)PURINE DERIVATIVES

Authors
SHIRAGAMI H AMINO Y HONDA Y ARAI M TANAKA Y IWAGAMI H YUKAWA T IZAWA K
Citation
H. Shiragami et al., SYNTHESIS OF 2',3'-DIDEOXYPURINENUCLEOSIDES VIA THE PALLADIUM-CATALYZED REDUCTION OF ACETYL-3-BROMO-3-DEOXY-BETA-D-XYLOFURANOSYL)PURINE DERIVATIVES, Nucleosides & nucleotides, 15(1-3), 1996, pp. 31-45
Citations number
33
Categorie Soggetti
Biology
Journal title
Nucleosides & nucleotides → ACNP
ISSN journal
07328311
Volume
15
Issue
1-3
Year of publication
1996
Pages
31 - 45
Database
ISI
SICI code
0732-8311(1996)15:1-3<31:SO2VTP>2.0.ZU;2-D
Abstract
Practical method to produce 2',3'-dideoxypurinenucleosides from cetyl- 3-bromo-3-deoxy-beta-D-xylofuranosyl)purines (1) was developed. High r atio of 2',3 '-dideoxynucleoside to 3'-deoxyribonucleoside was obtaine d by Selecting the reaction conditions (solvent, pH and/or base), or c hanging 2'-acyloxy leaving group. The reaction mechanism was studied b y deuteration experiments of 1a and cetyl-2-bromo-2-deoxy-beta-D-ribof uranosyl)thymine (12).