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Nucleosides and Nucleotides Volume 9, 1990 - Issue 2
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Original Articles

A new Synthesis of 1-(2,3-Dideoxy-β-D-Glycero-Pent-2-Enofuranosyl)- Thymine. A Highly Potent and Selective Anti-Hiv Agent

J.-M. Vial Department of Bioorganic Chemistry, Box 581, Biomedical Center, University of Uppsala, S-751 23, Uppsala, Sweden
,
P. Agback Department of Bioorganic Chemistry, Box 581, Biomedical Center, University of Uppsala, S-751 23, Uppsala, Sweden
&
J. Chattopadhyaya Department of Bioorganic Chemistry, Box 581, Biomedical Center, University of Uppsala, S-751 23, Uppsala, Sweden
Pages 245-258 | Received 19 Jun 1989, Published online: 04 Oct 2006

Citations (19)

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Hiroshi Shiragami, Takashi Ineyama, Yumiko Uchida & Kunisuke Izawa. (1996) Synthesis of 1-(2,3-Dideoxy-β-d-glycero-pent-2-enofuranosyl)thymine (d4T; Stavudine) from 5-Methyluridine. Nucleosides and Nucleotides 15:1-3, pages 47-58.
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Stéfan Becouarn, Stanislas Czernecki & Jean-Marc Valéry. (1995) Efficient Transformation of Thymidine into 2′,3′-Didehydro-2′,3′-Dideoxy-Thymidine (D4T) Involving Opening of a 2,3′-Anhydro Derivative by Phenylselenol. Nucleosides and Nucleotides 14:6, pages 1227-1232.
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G. Negrón, G. Islas, Y. Díaz, R. Cruz & B. Quiclet-Sire. (1994) Straightforward Synthesis of 1-(2,3-Dideoxy-β-D-Glycero-Pent-2-Enofuranosyl)-Thymine. Nucleosides and Nucleotides 13:4, pages 1011-1013.
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L. De Napoli, A. Messere, D. Montesarchio, G. Piccialli & C. Santacroce. (1993) Improved Synthesis of 2′,3′-Dideoxycytidine (d2C) and Its Correlated Nucleoside Analogues. Nucleosides and Nucleotides 12:9, pages 981-992.
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Chandra Vargeese & Elie Abushanab. (1992) A Practical and Stereospecific Approach to the Synthesis of 3′-Deoxy-2′,3′-didehydrothymidine (D4T). Nucleosides and Nucleotides 11:8, pages 1549-1559.
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Kazuhiro Haraguchi, Shigeru Saito, Hiromichi Tanaka & Tadashi Miyasaka. (1992) Pummerer Rearrangement of Selenium-Containing Uracil Nucleosides. Nucleosides and Nucleotides 11:2-4, pages 483-493.
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Articles from other publishers (13)

Michał Sobkowski. (2010) A convenient protection for 4-oxopyrimidine moieties in nucleosides by the pivaloyl group. Collection of Czechoslovak Chemical Communications 75:1, pages 33-57.
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A. S. Shalamay. (1998) Iodination reaction of carbohydrate of pyrimidine nucleosides as perspective method preparation of antiretroviral drugs. Biopolymers and Cell 14:4, pages 371-380.
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Peter M. Collins. 1998. Dictionary of Carbohydrates. Dictionary of Carbohydrates 626 643 .
Harald Sigmund & Wolfgang Pfleiderer. (2004) Nucleotides. Part XLVI. The synthesis of phospholipid conjugates of antivirally active nucleosides by the improved phosphoramidite methodology. Helvetica Chimica Acta 79:2, pages 426-438.
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Colin B. Reese & Chamakura V. N. S. Varaprasad. (1994) Synthesis of some 2′,3′-didehydro-2′,3′-dideoxynucleosides derived from modified pyrimidine bases. J. Chem. Soc., Perkin Trans. 1:2, pages 189-195.
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Keiko Sujino & Hideyuki Sugimura. (1994) Stereocontrolled synthesis of 3′-isomeric β-nucleoside by intramolecular glycosylation. J. Chem. Soc., Chem. Commun.:22, pages 2541-2542.
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Jari Hovinen, Andrei P. Gouzaev, Alex V. Azhayev & Harri Lönnberg. (1993) A new method to prepare 3′-modified oligonucleotides. Tetrahedron Letters 34:32, pages 5163-5166.
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Najim A. Al-Masoudi & Wolfgang Pfleiderer. (1993) Synthesis of some novel 1-(5-thio-β-D-xylopyranosyl)-lumazine and -pyrimidine nucleosides. Tetrahedron 49:34, pages 7579-7592.
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Nafizal Hossain, Neeraj Garg & Jyoti Chattopadhyaya. (1993) New synthesis of 2′, 3′-dideoxy-2′, 3′-didehydro-3′--substituted thymidines. Tetrahedron 49:44, pages 10061-10068.
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Stanislaw F. Wnuk. (1993) Sulfur- and seleno-sugar modified nucleosides. Synthesis, chemical transformations and biological properties.. Tetrahedron 49:44, pages 9877-9936.
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Bhalchandra V. Joshi, T. Sudhakar Rao & Colin B. Reese. (1992) Conversion of some pyrimidine 2′-deoxyribonucleosides into the corresponding 2′,3′-didehydro-2′,3′-dideoxynucleosides. J. Chem. Soc., Perkin Trans. 1:19, pages 2537-2544.
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L. De Napoli, A. Messere, D. Montesarchio, G. Piccialli & C. Santacroce. (1992) Synthesis of 2′,3′-dideoxy-2′,3′-didehydronucleoside analogues as potential anti HIV agents. Bioorganic & Medicinal Chemistry Letters 2:4, pages 315-318.
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Zhen Xi, Peter Agback, Anders Sandström & Jyoti Chattopadhyaya. (1991) Synthesis of furo[2,3-c]pyran-β-d-nucleosides by radical-cyclization & their conformational analysis by 500 mhz 1h-nmr spectroscopy. Tetrahedron 47:46, pages 9675-9690.
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