Literature DB >> 11841817

New methods for the synthesis of N-benzoylated uridine and thymidine derivatives; a convenient method for N-debenzoylation.

Anita R Maguire1, Isabelle Hladezuk, Alan Ford.   

Abstract

An improved procedure for the synthesis of N-benzoyl-2',3'-O-isopropylidene uridine via one-step selective N-benzoylation of 2',3' -O-isopropylidene uridine has been developed. An efficient synthetic route to N-benzoyl thymidine via initial tribenzoylation, followed by selective hydrolysis of the benzoates is also described. De-N-benzoylation of N-benzoylated thymidine and uridine derivatives can be conveniently effected under neutral conditions, by heating with benzyl alcohol.

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Year:  2002        PMID: 11841817     DOI: 10.1016/s0008-6215(01)00325-1

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  4 in total

1.  Synthesis of 5-fluoroalkylated pyrimidine nucleosides via Negishi cross-coupling.

Authors:  Ann-Marie Chacko; Wenchao Qu; Hank F Kung
Journal:  J Org Chem       Date:  2008-06-04       Impact factor: 4.354

2.  Synthesis and in vitro evaluation of 5-[(18)f]fluoroalkyl pyrimidine nucleosides for molecular imaging of herpes simplex virus type 1 thymidine kinase reporter gene expression.

Authors:  Ann-Marie Chacko; Wenchao Qu; Hank F Kung
Journal:  J Med Chem       Date:  2008-09-25       Impact factor: 7.446

3.  Biological Evaluation of Uridine Derivatives of 2-Deoxy Sugars as Potential Antiviral Compounds against Influenza A Virus.

Authors:  Ewelina Krol; Ilona Wandzik; Martyna Krejmer-Rabalska; Boguslaw Szewczyk
Journal:  Int J Mol Sci       Date:  2017-08-04       Impact factor: 5.923

4.  N1,N3-disubstituted uracils as nonnucleoside inhibitors of HIV-1 reverse transcriptase.

Authors:  Mikhail S Novikov; Vladimir T Valuev-Elliston; Denis A Babkov; Maria P Paramonova; Alexander V Ivanov; Sergey A Gavryushov; Anastasia L Khandazhinskaya; Sergey N Kochetkov; Christophe Pannecouque; Graciela Andrei; Robert Snoeck; Jan Balzarini; Katherine L Seley-Radtke
Journal:  Bioorg Med Chem       Date:  2013-01-03       Impact factor: 3.641

  4 in total

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