Palladium-catalyzed amination of 6-chloropurine. Synthesis of N-6-substituted adenosine analogues

Authors
Barends, J van der Linden, JB van Delft, FL Koomen, GJ
Citation
J. Barends et al., Palladium-catalyzed amination of 6-chloropurine. Synthesis of N-6-substituted adenosine analogues, NUCLEOS NUC, 18(9), 1999, pp. 2121-2126
Citations number
25
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES & NUCLEOTIDES
ISSN journal
07328311 → ACNP
Volume
18
Issue
9
Year of publication
1999
Pages
2121 - 2126
Database
ISI
SICI code
0732-8311(1999)18:9<2121:PAO6SO>2.0.ZU;2-9
Abstract
Room-temperature treatment of persilylated 6-chloro-9-beta-D-ribofuranosylp urine with a variety of aliphatic and aromatic amines, in the presence of P d-2(dba)(3), BINAP and base, leads to N-6-substituted adenosine analogues i n fair to good yields. Coupling of chloropurine with a chiral aziridinyl di ester is applied in the synthesis of a potential adenylosuccinate lyase inh ibitor.