Literature DB >> 16787281

Progress in 7-deazapurine - pyrrolo[2,3-d]pyrimidine - ribonucleoside synthesis.

Frank Seela1, Xiaohua Peng.   

Abstract

This review reports on the synthesis of 7-deazapurine ribonucleosides, including C-nucleosides, 2'-C-methyl derivatives and L-enantiomers. It covers the various aspects of convergent nucleoside synthesis such as the Schiff base procedure, the fusion reaction, the metal salt procedures, the Silyl-Hilbert-Johnson reaction, and the nucleobase anion glycosylation. The review discusses the scope and limitations of glycosylation reactions performed on 7-deazapurines. Peracylated ribose derivatives were now employed in the glycosylation, which overcome difficulties reported earlier.

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Year:  2006        PMID: 16787281     DOI: 10.2174/156802606777303649

Source DB:  PubMed          Journal:  Curr Top Med Chem        ISSN: 1568-0266            Impact factor:   3.295


  4 in total

1.  Synthesis of purine and 7-deazapurine nucleoside analogues of 6-N-(4-Nitrobenzyl)adenosine; inhibition of nucleoside transport and proliferation of cancer cells.

Authors:  Ramanjaneyulu Rayala; Patricia Theard; Heysell Ortiz; Sylvia Yao; James D Young; Jan Balzarini; Morris J Robins; Stanislaw F Wnuk
Journal:  ChemMedChem       Date:  2014-04-30       Impact factor: 3.466

2.  Synthesis of 8-(1,2,3-triazol-1-yl)-7-deazapurine nucleosides by azide-alkyne click reactions and direct C-H bond functionalization.

Authors:  Sam Kavoosi; Ramanjaneyulu Rayala; Brenna Walsh; Maria Barrios; Walter G Gonzalez; Jaroslava Miksovska; Logesh Mathivathanan; Raphael G Raptis; Stanislaw F Wnuk
Journal:  Tetrahedron Lett       Date:  2016-08-19       Impact factor: 2.415

3.  Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0).

Authors:  Sabin Llona-Minguez; Simon P Mackay
Journal:  Beilstein J Org Chem       Date:  2014-06-11       Impact factor: 2.883

4.  First Total Synthesis of 5'-O-α-d-Glucopyranosyl Tubercidin.

Authors:  Wenliang Ouyang; Haiyang Huang; Ruchun Yang; Haixin Ding; Qiang Xiao
Journal:  Mar Drugs       Date:  2020-07-29       Impact factor: 5.118

  4 in total

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