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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 170, 2001 - Issue 1
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Original Articles

BISPHOSPHONATE PRODRUGS. SYNTHESIS AND IDENTIFICATION OF (1-HYDROXYETHYLIDENE)-1,1-BISPHOSPHONIC ACID TETRAESTERS BY MASS SPECTROMETRY, NMR SPECTROSCOPY AND X-RAY CRYSTALLOGRAPHY

Petri A. Turhanen Univ. Kuopio, Dept. Chem., P.O. Box 1627, FIN-70211, Kuopio, Finland
,
Markku J. Ahlgren Univ. Kuopio, Dept. Pharm. Chem., P.O. Box 1627, FIN-70211, Kuopio, Finland
,
Tomi Järvinen Univ. Joensuu, Dept. Chem., P.O. Box 111, FIN-80101, Joensuu, Finland
&
Jouko J. Vepsäläinen Univ. Kuopio, Dept. Chem., P.O. Box 1627, FIN-70211, Kuopio, Finland
Pages 115-133 | Received 18 Oct 2000, Published online: 27 Oct 2006

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Gantla Vidyasagar Reddy, HollieK. Jacobs, AravamudanS. Gopalan, RichardE. Barrans$suffix/text()$suffix/text(), MarkL. Dietz, DominiqueC. Stepinski & AlbertW. Herlinger. (2004) Synthesis of Symmetrical Methylenebis(Alkyl Hydrogen Phosphonates) by Selective Cleavage of Methylenebis(Dialkyl Phosphonates) with Morpholine. Synthetic Communications 34:2, pages 331-344.
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Articles from other publishers (28)

Zsuzsanna Szalai, Boldizsár Tóth, Rita Oláhné Szabó, Szilvia Bősze, Konstantin Karaghiosoff, Mátyás Czugler, László Drahos & György Keglevich. (2023) A Study of the Bisphosphonic Derivatives from the Pudovik Reaction of Dialkyl α-Oxophosphonates and >P(O)H Reagents: X-ray Structure and Bioactivity. Molecules 28:16, pages 6037.
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Emma S. Rudge, Alex H. Y. Chan & Finian J. Leeper. (2022) Prodrugs of pyrophosphates and bisphosphonates: disguising phosphorus oxyanions. RSC Medicinal Chemistry 13:4, pages 375-391.
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Zsuzsanna Szalai & György Keglevich. (2021) Tetraalkyl Hydroxymethylene-bisphosphonate and Dialkyl 1-Diphenylphosphinoyl-1-hydroxy-ethylphosphonate Derivatives by the Pudovik Reaction and Their Rearranged Products. Molecules 26:24, pages 7575.
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Cintya Dharmayanti, Todd A. Gillam, Desmond B. Williams & Anton Blencowe. (2020) Drug-Eluting Biodegradable Implants for the Sustained Release of Bisphosphonates. Polymers 12:12, pages 2930.
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P. P. Onys’ko, D. V. Klyukovskii & A. V. Bezludnyi. (2015) N-cycloalkyl- and N-arylimidoylphosphonates. Russian Journal of General Chemistry 85:9, pages 2065-2070.
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Petri A. Turhanen. (2014) Synthesis of Triple-Bond-Containing 1-Hydroxy-1,1-bisphosphonic Acid Derivatives To Be Used as Precursors in “Click” Chemistry: Two Examples. The Journal of Organic Chemistry 79:13, pages 6330-6335.
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Rendie Liu, Mingshu Wu & Guozhu Li. (2014) Efficient One-Pot Synthesis of Novel Spirooxindole-Fused Phosphorous Heterocycle Derivatives by a Three-Component Domino Reaction. Heteroatom Chemistry 25:3, pages 140-146.
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M. Kumar. 2014. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 2357 2357 .
M. Kumar. 2014. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 1517 1517 .
M. Kumar. 2014. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 1518 1518 .
Aino-Liisa Alanne, Manu Lahtinen, Miika Löfman, Petri Turhanen, Erkki Kolehmainen, Jouko Vepsäläinen & Elina Sievänen. (2013) First bisphosphonate hydrogelators: potential composers of biocompatible gels. Journal of Materials Chemistry B 1:45, pages 6201.
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Petri A. Turhanen, Janne Weisell & Jouko J. Vepsäläinen. (2013) The selective stepwise chemical hydrolysis of alkylcarbonate groups from novel mixed alkylcarbonate trialkyl ester derivatives of etidronic acid. RSC Advances 3:7, pages 2417.
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M. Kumar. 2013. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 921 921 .
M. Kumar. 2013. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 477 477 .
M. Kumar. 2013. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 3850 3850 .
M. Kumar. 2013. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 3849 3849 .
M. Kumar. 2013. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 3244 3244 .
M. Kumar. 2013. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 1567 1567 .
M. Kumar. 2013. Chemical Shifts and Coupling Constants for Phosphorus-31. Chemical Shifts and Coupling Constants for Phosphorus-31 1566 1566 .
Petri A Turhanen, Janne Weisell & Jouko J Vepsäläinen. (2012) Preparation of mixed trialkyl alkylcarbonate derivatives of etidronic acid via an unusual route. Beilstein Journal of Organic Chemistry 8, pages 2019-2024.
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György Keglevich, Alajos Grün, István Gábor Molnár & István Greiner. (2011) Phenyl‐, benzyl‐, and unsymmetrical hydroxy‐methylenebisphosphonates as dronic acid ester analogues from α‐oxophosphonates by microwave‐assisted syntheses. Heteroatom Chemistry 22:5, pages 640-648.
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Erwann Guénin, Marc Lecouvey & Julie Hardouin. (2009) Study of bisphosphonates by matrix-assisted laser desorption/ionization mass spectrometry - influence of alkali atoms on fragmentation patterns. Rapid Communications in Mass Spectrometry 23:9, pages 1234-1240.
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Nataliya S. Goulioukina, Grigorii N. Bondarenko, Alexei V. Bogdanov, Konstantin N. Gavrilov & Irina P. Beletskaya. (2009) Asymmetric Hydrogenation of α-Keto Phosphonates with Chiral Palladium Catalysts. European Journal of Organic Chemistry 2009:4, pages 510-515.
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Petri A Turhanen & Jouko J Vepsäläinen. (2008) Unexpected degradation of the bisphosphonate P-C-P bridge under mild conditions. Beilstein Journal of Organic Chemistry 4.
Crossref
Petr Vachal, Jeffrey J. Hale, Zhe Lu, Eric C. Streckfuss, Sander G. Mills, Malcolm MacCoss, Daniel H. Yin, Kimberly Algayer, Kimberly Manser, Filippos Kesisoglou, Soumojeet Ghosh & Laman L. Alani. (2006) Synthesis and Study of Alendronate Derivatives as Potential Prodrugs of Alendronate Sodium for the Treatment of Low Bone Density and Osteoporosis. Journal of Medicinal Chemistry 49:11, pages 3060-3063.
Crossref
Philippe Savignac & Bogdan Iorga. 2003. Modern Phosphonate Chemistry. Modern Phosphonate Chemistry.
Petri A. Turhanen, Riku Niemi, Mikael Peräkylä, Tomi Järvinen & Jouko J. Vepsäläinen. (2003) First synthesis of etidronate partial amides starting from PCl 3 . Org. Biomol. Chem. 1:18, pages 3223-3226.
Crossref
. (2002) Current literature in mass spectrometry. Journal of Mass Spectrometry 37:2, pages 234-240.
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