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Synthesis of 1,2‐Disubstituted Carbocyclic Nucleoside Analogues of Cytidine
Author(s) -
GonzálezMoa María José,
Besada Pedro,
Terán Carmen,
Santana Lourdes,
Uriarte Eugenio,
Viña Dolores
Publication year - 2006
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.200690099
Subject(s) - chemistry , aminolysis , pyrimidine , ring (chemistry) , cytidine , nucleophile , uracil , derivative (finance) , nucleoside , stereochemistry , sulfonyl , combinatorial chemistry , organic chemistry , dna , catalysis , biochemistry , alkyl , financial economics , economics , enzyme
The synthesis of new 1,2‐disubstituted, five‐ or six‐ring‐carbocyclic nucleoside analogues of cytidine, compounds 1 and 2a – d , are described. These compounds were obtained by aminolysis, starting from the corresponding uracil derivative, via nucleophilic displacement of a triazolyl ( Scheme 1 ) or a (2,4,6‐triisopropylphenyl)sulfonyl (TPS) group ( Scheme 2 ) at 4‐position of the pyrimidine ring.