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3′,4′‐Diethynl‐2′,3′,5′‐trideoxy‐5′‐noruridine: A new self‐polymerizable 2′‐deoxyribonucleoside analogue
Author(s) -
Amin Mahmoud Ahmed,
StoeckliEvans Helen,
Gossauer Albert
Publication year - 1995
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19950780721
Subject(s) - chemistry , deoxyribonucleoside , yield (engineering) , nucleoside , polynucleotide , acetylene , uridine , molecule , combinatorial chemistry , stereochemistry , organic chemistry , rna , biochemistry , materials science , metallurgy , gene , enzyme
In 10 steps, 3′,4′‐diethynyl‐2′,3′,5′‐trideoxy‐5′‐noruridine ( 14 ) was synthesized in 5% overall yield from commercial uridine, using conventional methods of nucleoside chemistry. As two functional groups capable to react with each other are present in the same molecule, the synthetic compound is able to form polymers, similar to the polynucleotides, by an acetylene coupling reaction.