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SYNTHESIS OF CERTAIN 4′‐SUBSTITUTED NUCLEOSIDES *
Author(s) -
Verheyden Julien P. H.,
Jenkins Ian D.,
Owen Geoffrey R.,
Dimitrijevich Slobodan D.,
Richards Colin M.,
Srivastava Prem C.,
LeHong Nghiep,
Moffatt John G.
Publication year - 1975
Publication title -
annals of the new york academy of sciences
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.712
H-Index - 248
eISSN - 1749-6632
pISSN - 0077-8923
DOI - 10.1111/j.1749-6632.1975.tb29220.x
Subject(s) - physics
We have developed general methods for the synthesis of 4'-fluoro- and 4'-methoxynucleosides by addition of iodinemonofluoride or iodine and methanol across the double bond of suitably protected 4',5'-unsaturated pyrimidine and purine nucleosides. The structures of these adducts have been determined by a combination of chemical, spectroscopic, and electrophoretic methods. The 4'-methoxy- and the uridine analogs of nucleocidin have been synthesized from the corresponding 4'-fluorouridine and 4'-methoxyadenosine derivatives.