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Synthesis and 15 N NMR characterization of 4‐vinylbenzyl substituted bases of nucleic acids
Author(s) -
Sedlák Miloš,
Šimůnek Petr,
Antonietti Markus
Publication year - 2003
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570400418
Subject(s) - chemistry , thymine , cytosine , alkylation , uracil , monomer , guanine , anhydrous , nucleic acid , iodide , polymerization , polymer , organic chemistry , dna , catalysis , nucleotide , biochemistry , gene
The following substances have been synthesized and characterized as monomers or intermediates for syntheses of new polymers: 1‐(4‐vinylbenzyl)uracil ( 1a ), 1‐(4‐vinylbenzyl)thymine ( 1b ), N ‐4‐acetyl‐1‐(4‐vinylbenzyl)cytosine ( 1c ), 1‐(4‐vinylbenzyl)cytosine ( 1d ), 9‐(4‐vinylbenzyl)adenine ( 2a ), 2‐amino‐9‐(4‐vinylbenzyl)‐6‐chloro‐9 H ‐purine ( 2b ), and 9‐(4‐vinylbenzyl)‐guanine ( 2c ). The alkylation reactions with 4‐vinylbenzyl chloride were catalyzed with anhydrous sodium iodide. The substitution at position 9 in substances 2a‐c was confirmed by 15 N NMR.