Synthesis of amide-linked [(3')CH2CO-NH(5')] nucleoside analogues of small oligonucleotides
We report syntheses of new amide-linked (di-penta)nucleoside analogues of antisense oligonucleotide components. Solution-phase coupling of 3'- (carboxymethyl)-3'-deoxy- and 5'-amino-5'-deoxynucleoside derivatives provides amide dimers. Activated [3'-(carboxymethyl)-3'-deoxy] units with a 5'-azido-5'-deoxy function provide 'masked' 5'-amino-5'-deoxy residues for chain extension, and a 5'-O-DMT-protected unit provides the 5'-terminus for attachment to a phosphodiester linkage.
Robins, Morris J.,Doboszewski, Bogdan,Nilsson, Bradley L.,Peterson, Matt A.
p. 69 - 86
(2007/10/03)
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