Premium
A novel and facile reaction to N 6 ‐alkylated adenosine via benzotriazole as a synthetic auxiliary
Author(s) -
Afify Hanan M. N. M.,
Pedersen Erik B.,
Zahran Magdy A.
Publication year - 2000
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.5570370218
Subject(s) - chemistry , benzotriazole , alkylation , adenosine , sodium borohydride , adduct , aldehyde , adenosine receptor , stereochemistry , medicinal chemistry , combinatorial chemistry , agonist , organic chemistry , receptor , catalysis , biochemistry
The reaction of benzotriazole with aliphatic, aromatic or heteroaromatic aldehyde and adenosine leads to a benzotriazole adduct which is reduced with sodium borohydride to the corresponding N 6 ‐alkylated adenosine derivatives. This procedure is also utilized in a new route to N 6 ‐(3‐iodobenzyl)adenosine‐5′‐ N ‐methyluronamide (IB‐MECA) which is considered an important adenosine agonist at A 3 adenosine receptors.