학술논문
Monomers for preparation of amide linked RNA: synthesis of C3′-homologated nucleoside amino acids from d-xylose
Document Type
Article
Source
Subject
*MONOMERS
*AMIDES
*RNA
*AMINO acids
*MONOSACCHARIDES
*ORGANIC synthesis
*NUCLEOSIDES
*CARBOXYLIC acids
*
*
*
*
*
*
*
Language
ISSN
0040-4020
Abstract
Abstract: Amides as neutral and hydrophobic internucleoside linkages in RNA are highly interesting modifications for RNA interference. However, testing amides in siRNAs is hampered by the shortage of efficient methods to synthesize the monomeric building blocks, the nucleoside amino acid equivalents. This paper reports an efficient synthesis of protected ribonucleoside 5′-amino 3′-carboxylic acids from d-xylose in 14 steps 7% overall yield. The key features that ensure efficiency and ease of operations are chemoselective reduction of the ester and minimization of protecting group manipulation. [Copyright &y& Elsevier]