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Original Articles

PRACTICAL SYNTHESIS, SEPARATION, AND STEREOCHEMICAL ASSIGNMENT OF THE PMPA PRO-DRUG GS-7340

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Pages 621-628 | Published online: 07 Feb 2007

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Michaela Serpi & Fabrizio Pertusati. (2021) An overview of ProTide technology and its implications to drug discovery. Expert Opinion on Drug Discovery 16:10, pages 1149-1161.
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F. Laribi, M. A. K. Sanhoury, H. Mechi, D. Merlet & I. Chehidi. (2021) Synthesis and characterization of new highly fluorinated phosphoramidates. Synthetic Communications 51:12, pages 1857-1867.
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SK. Nayab Rasool, P. Hari Babu, D. B. Janaki Ramudu, M. V. Jyothi Kumar, Ch. Appa Rao & C. Naga Raju. (2018) Synthesis and bioactivity evaluation of new phenyl N,N′-phenylphosphorodiamidates. Phosphorus, Sulfur, and Silicon and the Related Elements 193:1, pages 10-13.
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H. Chapman, M. Kernan, J. Rohloff, M. Sparacino & T. Terhorst. (2001) PURIFICATION OF PMPA AMIDATE PRODRUGS BY SMB CHROMATOGRAPHY AND X-RAY CRYSTALLOGRAPHY OF THE DIASTEREOMERICALLY PURE GS-7340. Nucleosides, Nucleotides & Nucleic Acids 20:4-7, pages 1085-1090.
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Articles from other publishers (55)

Anastasy O. Kolodiazhna & Oleg I. Kolodiazhnyi. (2023) Chiral Organophosphorus Pharmaceuticals: Properties and Application. Symmetry 15:8, pages 1550.
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Xiuping Liu, Chen Chen, Muzi Li, Man Li, Jie Ren & Qingwen Zhang. (2023) Practical Synthesis of Tenofovir Alafenamide Fumarate Inspired by New Retrosynthetic Disconnection Featuring a Novel Carbon–Phosphorus Bond Construction Methodology. Organic Process Research & Development 27:6, pages 1079-1093.
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Junbiao Chang & Wenquan Yu. 2023. Nucleic Acids in Medicinal Chemistry and Chemical Biology. Nucleic Acids in Medicinal Chemistry and Chemical Biology 1 40 .
Trung Cao, Natalia Dyatkina, Sébastien Lemaire, Marija Prhavc & Simon Wagschal. 2022. Complete Accounts of Integrated Drug Discovery and Development: Recent Examples from the Pharmaceutical Industry. Volume 4. Complete Accounts of Integrated Drug Discovery and Development: Recent Examples from the Pharmaceutical Industry. Volume 4 95 141 .
Michaela Serpi, Valentina FerrariChristopher McGuiganEssam GhazalyChris Pepper. (2022) Synthesis and Characterization of NUC-7738, an Aryloxy Phosphoramidate of 3′-Deoxyadenosine, as a Potential Anticancer Agent. Journal of Medicinal Chemistry 65:23, pages 15789-15804.
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Franck Amblard, Dharmeshkumar Patel, Eleftherios Michailidis, Steven J. Coats, Mahesh Kasthuri, Nicolas Biteau, Zahira Tber, Maryam Ehteshami & Raymond F. Schinazi. (2022) HIV nucleoside reverse transcriptase inhibitors. European Journal of Medicinal Chemistry 240, pages 114554.
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Marcela Krečmerová, Pavel Majer, Rana Rais & Barbara S. Slusher. (2022) Phosphonates and Phosphonate Prodrugs in Medicinal Chemistry: Past Successes and Future Prospects. Frontiers in Chemistry 10.
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Hanglu Ying, Jie Yao, Fan Wu, Yufen Zhao & Feng Ni. (2022) A mild and concise synthesis of aryloxy phosphoramidate prodrug of alcohols via transesterification reaction . RSC Advances 12:21, pages 13111-13115.
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Guangdi Li, Yali Wang & Erik De Clercq. (2022) Approved HIV reverse transcriptase inhibitors in the past decade. Acta Pharmaceutica Sinica B 12:4, pages 1567-1590.
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Hanen Mechi, M.A.K. Sanhoury, F. Laribi, E. Manoury, M. Mastouri, N. Raouafi, A. Bousseksou & M. T. Ben Dhia. (2022) Synthesis, characterization and electrochemical behavior of new bis(fluoroalkyl) ferrocenylphosphonates and their tin tetrachloride complexes. Journal of Organometallic Chemistry 957, pages 122178.
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Jianlin Han, Hiroyuki Konno, Tatsunori Sato, Vadim A. Soloshonok & Kunisuke Izawa. (2021) Tailor-made amino acids in the design of small-molecule blockbuster drugs. European Journal of Medicinal Chemistry 220, pages 113448.
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Andrea Ambrosi, Dustin A. Bringley, Selcuk Calimsiz, Jeffrey A. O. Garber, Huy Huynh, Sankar Mohan, Keshab Sarma, Jinyu Shen, Jonah Curl, Bernard Kwong, Olga Lapina, Edmund Leung, Lennie Lin, Andrew Martins, Teague McGinitie, Jaspal Phull, Ben Roberts, Mary Rosario, Bing Shi, Eric A. Standley, Li Wang, Xueqing Wang & Guojun Yu. (2021) Synthesis of Rovafovir Etalafenamide (Part III): Evolution of the Synthetic Process to the Phosphonamidate Fragment. Organic Process Research & Development 25:5, pages 1247-1262.
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Richard L. Mackman, Hon C. Hui, Michel Perron, Eisuke Murakami, Christopher Palmiotti, Gary Lee, Kirsten Stray, Lijun Zhang, Bindu Goyal, Kwon Chun, Daniel Byun, Dustin Siegel, Scott Simonovich, Venice Du Pont, Jared Pitts, Darius Babusis, Arya Vijjapurapu, Xianghan Lu, Cynthia Kim, Xiaofeng Zhao, Julie Chan, Bin Ma, Diane Lye, Adelle Vandersteen, Sarah Wortman, Kimberly T. Barrett, Maria Toteva, Robert Jordan, Raju Subramanian, John P. Bilello & Tomas Cihlar. (2021) Prodrugs of a 1′-CN-4-Aza-7,9-dideazaadenosine C -Nucleoside Leading to the Discovery of Remdesivir (GS-5734) as a Potent Inhibitor of Respiratory Syncytial Virus with Efficacy in the African Green Monkey Model of RSV . Journal of Medicinal Chemistry 64:8, pages 5001-5017.
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Yuki Yoshida, Masakazu Honma, Yasuaki Kimura & Hiroshi Abe. (2021) Structure, Synthesis and Inhibition Mechanism of Nucleoside Analogues as HIV‐1 Reverse Transcriptase Inhibitors (NRTIs). ChemMedChem 16:5, pages 743-766.
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Jianyang Han, Christina Funk, Juri Eyberg, Susanne Bailer & Clemens Richert. (2020) An AZT Analog with Strongly Pairing Ethynylpyridone Nucleobase and Its Antiviral Activity against HSV1. Chemistry & Biodiversity 18:1.
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Dejana Jovanovic, Peter Tremmel, Pradeep S. Pallan, Martin Egli & Clemens Richert. (2020) The Enzyme‐Free Release of Nucleotides from Phosphoramidates Depends Strongly on the Amino Acid. Angewandte Chemie International Edition 59:45, pages 20154-20160.
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Dejana Jovanovic, Peter Tremmel, Pradeep S. Pallan, Martin Egli & Clemens Richert. (2020) The Enzyme‐Free Release of Nucleotides from Phosphoramidates Depends Strongly on the Amino Acid. Angewandte Chemie 132:45, pages 20329-20335.
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Yanan Wu, Ken Chen, Xia Ge, Panpan Ma, Zhiyuan Xu, Hongjian Lu & Guigen Li. (2020) Redox-Neutral P(O)–N Coupling between P(O)–H Compounds and Azides via Dual Copper and Photoredox Catalysis. Organic Letters 22:15, pages 6143-6149.
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Hannes Lengauer, Damjan Makuc, Damjan Šterk, Franc Perdih, Arthur Pichler, Tina Trdan Lušin, Janez Plavec & Zdenko Časar. (2020) Co-crystals, Salts or Mixtures of Both? The Case of Tenofovir Alafenamide Fumarates. Pharmaceutics 12:4, pages 342.
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Nicholas A. Lentini, Chia-Hung Christine Hsiao, George B. Crull, Andrew J. Wiemer & David F. Wiemer. (2019) Synthesis and Bioactivity of the Alanyl Phosphonamidate Stereoisomers Derived from a Butyrophilin Ligand. ACS Medicinal Chemistry Letters 10:9, pages 1284-1289.
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Magdalena Slusarczyk, Valentina Ferrari, Michaela Serpi, Blanka Gönczy, Jan Balzarini & Christopher McGuigan. (2018) Symmetrical Diamidates as a Class of Phosphate Prodrugs to Deliver the 5′‐Monophosphate Forms of Anticancer Nucleoside Analogues. ChemMedChem 13:21, pages 2305-2316.
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María-José Camarasa. (2018) Prodrugs of Nucleoside Triphosphates as a Sound and Challenging Approach: A Pioneering Work That Opens a New Era in the Direct Intracellular Delivery of Nucleoside Triphosphates. ChemMedChem 13:18, pages 1885-1889.
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Amal Thebti, M. A. K. Sanhoury, H-I. Ouzari & T. Barhoumi-slimi. (2018) Synthesis and Evaluation of Biological Activity of New Arylphosphoramidates. BioMed Research International 2018, pages 1-7.
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Hangzhou Shen, Yingshuai Liu, Xiaomeng Tian, Xiquan Zhang & Yinsheng Zhang. (2018) An Efficient Pd & Pt‐Catalyzed H/D Exchange Approach towards the Synthesis of Deuterium‐Labeled Antiviral Prodrugs, Tenofovir Disoproxil Fumarate and Tenofovir Alafenamide . ChemistrySelect 3:30, pages 8724-8728.
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Magdalena Slusarczyk, Michaela Serpi & Fabrizio Pertusati. (2018) Phosphoramidates and phosphonamidates (ProTides) with antiviral activity. Antiviral Chemistry and Chemotherapy 26, pages 204020661877524.
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S.E. Lazerwith, D. Siegel, R.M. McFadden, M.R. Mish & W.C. Tse. 2017. Comprehensive Medicinal Chemistry III. Comprehensive Medicinal Chemistry III 628 664 .
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Erik De Clercq. (2016) Tenofovir alafenamide (TAF) as the successor of tenofovir disoproxil fumarate (TDF). Biochemical Pharmacology 119, pages 1-7.
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Leila Bahri, T. Barhoumi-Slimi, R. Mallek, M.A.K. Sanhoury, B. Crousse & M.T. Ben Dhia. (2016) One-pot synthesis of new highly substituted allylic phosphorodiamidates. Journal of Fluorine Chemistry 189, pages 96-101.
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Changyuan Wang, Zhendong Song, Haiqing Yu, Kexin Liu & Xiaodong Ma. (2015) Adenine: an important drug scaffold for the design of antiviral agents. Acta Pharmaceutica Sinica B 5:5, pages 431-441.
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