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Carbocyclic 5′‐norcytidine (5′‐norcarbodine)
Author(s) -
Hegde Vishnumurthy R.,
Seley Katherine L.,
Schneller Stewart W.
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.5570370558
Subject(s) - chemistry , cytosine , enantiomer , stereochemistry , virus , virology , dna , biochemistry , biology
A preparation of (1′ R ,2′ S ,3′ R ,4′ S )‐1‐(2′,3′,4′‐trihydroxycyclopent‐1′‐yl)‐l H ‐cytosine (5′‐norcarbodine, 3 ) has formally been achieved in 2 steps from (+)‐(1 R ,4 S )‐4‐hydroxy‐2‐cyclopenten‐1‐yl acetate ( 4 ) and cytosine. The L‐like enantiomer of 3 (that is, 6 ) is also reported using the enantiomer of 4 (that is, 7 ). In evalu ating 3 and 6 for antiviral potential against a number of viruses, compound 3 was found to have activity towards Epstein‐Barr virus (EBV).