Syntheses of Phosphonate Analogues of Dideoxyadenosine (DDA)-, Dideoxycytidine (DDC)-, Dideoxyinosine (DDI)-, and Deoxythymidine (DDT)-5′-Monophosphates
- 1 February 1992
- journal article
- research article
- Published by Taylor & Francis in Nucleosides and Nucleotides
- Vol. 11 (2-4) , 947-956
- https://doi.org/10.1080/07328319208021749
Abstract
Phosphonate derivatives of ddA, ddC, ddI and ddT (5f, 5e, 5c, and 5a) were prepared by condensing the 5′-aldehydes with diphenyl triphenylphosphoranylidenemethylphosphonate, reducing the resultant olefins and hydrolyzing the phosphonate phenyl esters, sequentially, with base and then C. atrox phosphodiesterase.Keywords
This publication has 21 references indexed in Scilit:
- Synthesis of Some 3',5'-Dideoxy-5'-C-Phosphonomethyl Nucleosides.Acta Chemica Scandinavica, 1991
- 5'-O-Phosphonomethyl-2',3'-dideoxynucleosides: synthesis and anti-HIV activityJournal of Medicinal Chemistry, 1990
- Phosphate Modified Analogues of 5'-O-Phosphorylated 2',3'-Dideoxynucleosides: Synthesis and Anti-HIV ActivityNucleosides, Nucleotides and Nucleic Acids, 1989
- Phenotypic variation in the response to the human immunodeficiency virus among derivatives of the CEM T and WIL-2 B cell lines.The Journal of Experimental Medicine, 1988
- Synthesis of 2′,3′-DideoxyinosineNucleosides and Nucleotides, 1988
- A novel selective broad-spectrum anti-DNA virus agentNature, 1986
- Effects of 2′,3′‐dideoxynucleosides on mammalian cells and virusesJournal of Cellular Physiology, 1984
- Effect of the structure of the glycon on the acid-catalyzed hydrolysis of adenine nucleosidesThe Journal of Organic Chemistry, 1981
- The synthesis of 6'-deoxyhomonucleoside 6'-phosphonic acidsJournal of the American Chemical Society, 1968
- Sulfoxide-Carbodiimide Reactions. I. A Facile Oxidation of AlcoholsJournal of the American Chemical Society, 1965