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Original Articles

Synthesis of 2′-Deoxypyrimidine Nucleosides via Copper (I) Iodide Catalysis

Pages 549-555 | Received 04 Oct 1988, Published online: 24 Oct 2006

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Read on this site (6)

Ulf Wellmar, Anna-Britta Hörnfeldt, Salo Gronowitz & Nils Gunnar Johansson. (1996) Synthesis of Mimics to Thymidine and 5-(2″-Thienyl)-2′-Deoxyuridine Triphosphates. Nucleosides and Nucleotides 15:5, pages 1059-1076.
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Xiaodong Cao & Wolfgang Pfleiderer. (1994) Nucleosides. LIV1 Synthesis and Properties of 3′-Azido- and 2′,3′-Dideoxy-6,7-diphenyllumazine Nucleosides. Nucleosides and Nucleotides 13:1-3, pages 773-798.
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I. Basnak, A. Balkan, P.L. Coe & R.T. Walker. (1994) The Synthesis of Some 5-Substituted and 5,6-Disubstituted 2′-Deoxyuridines. Nucleosides and Nucleotides 13:1-3, pages 177-196.
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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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Dan Peters, Anna-Britta Hörnfeldt, Salo Gronowitz & Nils Gunnar Johansson. (1992) Synthesis and Antiviral Activity of Various 5-Substituted 2′-Deoxyuridines and -Cytidines. Nucleosides and Nucleotides 11:6, pages 1151-1173.
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HusseinI. El Subbagh, Li-Jen Ping & Elie Abushanab. (1992) A Stereospecific Synthesis of Pyrimidine β-D-2′-Deoxyribonucleosides. Nucleosides and Nucleotides 11:2-4, pages 603-613.
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Articles from other publishers (26)

Ariza Khanam & Pintu Kumar Mandal. 2024. Synthetic Strategies in Carbohydrate Chemistry. Synthetic Strategies in Carbohydrate Chemistry 139 186 .
David M. Williams & G. Michael Blackburn. 2022. Nucleic Acids in Chemistry and Biology. Nucleic Acids in Chemistry and Biology 96 169 .
Felix Kaspar, M. Rhia L. Stone, Peter Neubauer & Anke Kurreck. (2021) Route efficiency assessment and review of the synthesis of β-nucleosides via N -glycosylation of nucleobases . Green Chemistry 23:1, pages 37-50.
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Ramil F. Fatykhov, Oleg N. Chupakhin, Vladimir L. Rusinov & Igor A. Khalymbadzha. 2021. Copper in N-Heterocyclic Chemistry. Copper in N-Heterocyclic Chemistry 161 220 .
Sergey D. Negrya, Olga V. Efremenkova, Pavel N. Solyev, Vladimir O. Chekhov, Maxim A. Ivanov, Irina G. Sumarukova, Inna L. Karpenko, Sergey N. Kochetkov & Liudmila A. Alexandrova. (2019) Novel 5-substituted derivatives of 2’-deoxy-6-azauridine with antibacterial activity. The Journal of Antibiotics 72:7, pages 535-544.
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Feier Hou, Matthew Powell, Daniel B. Dougherty, Roger D. Sommer & Paul A. Maggard. (2018) Tunable Optical and Photocatalytic Properties of Low-Dimensional Copper(I)-Iodide Hybrids Using Coordinating Organic Ligands. Crystal Growth & Design 18:9, pages 5406-5416.
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Erick W. Co & Julian P. Henschke. 2016. Comprehensive Accounts of Pharmaceutical Research and Development: From Discovery to Late-Stage Process Development Volume 2. Comprehensive Accounts of Pharmaceutical Research and Development: From Discovery to Late-Stage Process Development Volume 2 271 321 .
Marvin Pollum, Lara Martínez-Fernández & Carlos E. Crespo-Hernández. 2015. Photoinduced Phenomena in Nucleic Acids I. Photoinduced Phenomena in Nucleic Acids I 245 327 .
Julian P. Henschke, Xiaoheng Zhang, Xiaohong Huang, Lijun Mei, Guodong Chu, Kun Hu, Qingping Wang, Guoyang Zhu, Mingfeng Wu, Chihying Kuo & Yungfa Chen. (2013) A Stereoselective Process for the Manufacture of a 2′-Deoxy-β- d -Ribonucleoside Using the Vorbrüggen Glycosylation . Organic Process Research & Development 17:11, pages 1419-1429.
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E R Shmalenyuk, S N Kochetkov & L A Alexandrova. (2013) Novel inhibitors of Mycobacterium tuberculosis growth based on modified pyrimidine nucleosides and their analogues . Russian Chemical Reviews 82:9, pages 896-915.
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Marius Grundmann, Friedrich-Leonhard Schein, Michael Lorenz, Tammo Böntgen, Jörg Lenzner & Holger von Wenckstern. (2013) Cuprous iodide - a p-type transparent semiconductor: history and novel applications. physica status solidi (a) 210:9, pages 1671-1703.
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Martin Kögler, Roger Busson, Steven De Jonghe, Jef Rozenski, Kristien Van Belle, Thierry Louat, Hélène Munier-Lehmann & Piet Herdewijn. (2012) Synthesis and Evaluation of 6-Aza-2′-deoxyuridine Monophosphate Analogs as Inhibitors of Thymidylate Synthases, and as Substrates or Inhibitors of Thymidine Monophosphate Kinase in Mycobacterium tuberculosis. Chemistry & Biodiversity 9:3, pages 536-556.
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Martin Brodszki, Birthe Bäckström, Karol Horvath, Torbjörn Larsson, Håkan Malmgren, Mikael Pelcman, Horst Wähling, Hans Wallberg & Johan Wennerberg. (2011) Synthesis of the Hepatitis B Nucleoside Analogue Lagociclovir Valactate. Organic Process Research & Development 15:5, pages 1027-1032.
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Hang Zhao, Wen Huang, Xiaohua Wu, Yong Qing, Zhihua Xing & Yang He. (2011) Synthesis of a Complete Janus-type Guanosine–Cytosine Base and Its 2′-Deoxyribonucleoside. Chemistry Letters 40:7, pages 684-686.
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Mei-Ying Pan, Wen Hang, Xiao-Jun Zhao, Hang Zhao, Peng-Chi Deng, Zhi-Hua Xing, Yong Qing & Yang He. (2011) Janus-type AT nucleosides: synthesis, solid and solution state structures. Organic & Biomolecular Chemistry 9:16, pages 5692.
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Frank Seela & Padmaja Chittepu. (2008) 6-Azauracil or 8-aza-7-deazaadenine nucleosides and oligonucleotides: the effect of 2′-fluoro substituents and nucleobase nitrogens on conformation and base pairing. Organic & Biomolecular Chemistry 6:3, pages 596.
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Frank Seela & Padmaja Chittepu. (2007) Oligonucleotides Containing 6-Aza-2‘-deoxyuridine:  Synthesis, Nucleobase Protection, pH-Dependent Duplex Stability, and Metal-DNA Formation. The Journal of Organic Chemistry 72:12, pages 4358-4366.
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Martin Egli, Andy Flavell, Anna Marie Pyle, W David Wilson, S Ihtshamul Haq, Ben Luisi, Julie Fisher, Charlie Laughton, Stephanie Allen, Joachim Engels, Jane A Grasby & Stephen Neidle. 2006. Nucleic Acids in Chemistry and Biology. Nucleic Acids in Chemistry and Biology 77 142 .
Jarosław Poznański, Krzysztof Felczak, Tadeusz Kulikowski & Mieczysław Remin. (2000) 1H NMR Conformational Study of Antiherpetic C5-Substituted 2′-Deoxyuridines: Insight into the Nature of Structure–Activity Relationships. Biochemical and Biophysical Research Communications 272:1, pages 64-74.
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Helmut Vorbrüggen & Carmen Ruh‐Pohlenz. 2004. Organic Reactions. Organic Reactions 1 630 .
Angelika Rosler & Wolfgang Pfleiderer. (2004) Nucleotides. Part LIV. Synthesis of condensed N 1 ‐(2′‐deoxy‐β‐ D ‐ribofuranosyl)lumazines, New fluorescent building blocks in oligonucleotide synthesis . Helvetica Chimica Acta 80:6, pages 1869-1881.
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Ulf Wellmar, Anna-Britta H�rnfeldt, Salo Gronowitz & Nils Gunnar Johansson. (1997) Synthesis of various 5-(3-substituted phenyl)-2?-deoxyuridines. Chemistry of Heterocyclic Compounds 32:11-12, pages 1312-1318.
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T. Persson, A.-B. Hörnfeldt, S. Gronowitz & N. G. Johansson. (2016) Synthesis of Various 5-(5″-Substituted-3″-Bromophenyl)-2′-β-Deoxyuridines. Antiviral Chemistry and Chemotherapy 7:2, pages 94-100.
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Johannes J. Voegel, Michael M. Altorfer & Steven A. Benner. (2004) The Donor‐Acceptor‐Acceptor Purine Analog: Transformation of 5‐aza‐7‐deaza‐1 H ‐isoguanine (=4‐aminoimidazo‐[1,2‐ a ]‐1,3,5‐triazin‐2(1 H )‐one) to 2′‐deoxy‐5‐aza‐7‐deaza‐isoguanosine using purine nucleoside phosphorylase . Helvetica Chimica Acta 76:5, pages 2061-2069.
Crossref
Elie Abushanab. 1993. Nucleosides and Nucleotides as Antitumor and Antiviral Agents. Nucleosides and Nucleotides as Antitumor and Antiviral Agents 159 175 .
Dan Peters, Anna‐Britta Hörnfeldt, Salo Gronowitz & Nils Gunnar Johansson. (2009) Synthesis of various 5‐substituted 2′‐deoxy‐3′‐5′‐di‐ O ‐acetyluridines . Journal of Heterocyclic Chemistry 28:2, pages 529-531.
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