Resin-capture and release strategy toward combinatorial libraries of 2,6,9-substituted purines.
A resin-capture and release strategy for making combinatorial 2,6,9-trisubstituted purine libraries is demonstrated by capturing N9-derivatized purines at the C6 position with a thio-modified polymer. The C2 fluoro group is subsequently substituted with primary and secondary amines followed by thioether oxidation and release by C6 substitution with amines and anilines. This approach complements a previously reported strategy where a 6-phenylsulfenylpurine scaffold was captured at the C2 position with a resin-bound amine.(3)
Ding
Sheng
S
Department of Chemistry and the Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, California 92037, USA.
Gray
Nathanael S
NS
Ding
Qiang
Q
Wu
Xu
X
Schultz
Peter G
PG
D020650:Combinatorial Chemistry Techniques; D004791:Enzyme Inhibitors / Q000138:chemical synthesis*; D011687:Purines / Q000138:chemical synthesis*
D004791:Enzyme Inhibitors; D011687:Purines