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1 H ‐Benzotriazole as Synthetic Auxiliary in a Facile Route to N 6 ‐(Arylmethyl)‐2′‐deoxyadenosines: DNA Intercalators Inserted into Three‐Way Junctions
Author(s) -
ElKafrawy Sherif A.,
Zahran Magdy A.,
Pedersen Erik B.,
Nielsen Claus
Publication year - 2000
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 - 10.1002/1522-2675(20000705)83:7<1408::aid-hlca1408>3.0.co;2-u
Subject(s) - benzotriazole , chemistry , deoxyadenosine , dna , intercalation (chemistry) , combinatorial chemistry , stereochemistry , adenosine , organic chemistry , biochemistry
The 2′‐deoxy‐ N 6 ‐(naphthalen‐1‐ylmethyl)‐ ( 5a ) and N 6 ‐(pyren‐1‐ylmethyl)adenosine ( 5b ) were synthesized in two steps from 2′‐deoxyadenosine and the adequate arenecarbaldehyde with 1 H ‐benzotriazole as a synthetic auxiliary ( Scheme ). When the N 6 ‐(arylmethyl)‐2′‐deoxyadenosines were inserted into the junction region of a DNA three‐way junction, its thermal stability increased.