Abstract: Methods for the regioselective alkylation at the 2′-hydroxy position over the 3′-hydroxy position of nucleosides and nucleoside analogs, forming 2′-O-ester modified compounds, are disclosed. Reduction and derivatization of the 2′-O-ester provides 2′-O-modified nucleosides and nucleoside analogs useful for the synthesis of oligomeric compounds having improved hybridization affinity and nuclease resistance.
Type:
Grant
Filed:
April 16, 2002
Date of Patent:
September 23, 2003
Assignee:
ISIS Pharmaceuticals, Inc.
Inventors:
Andrew M. Kawasaki, Allister S. Fraser, Muthiah Manoharan, P. Dan Cook, Thazha P. Prakash