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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 2
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Original Articles

Synthesis of Symmetrical Methylenebis(Alkyl Hydrogen Phosphonates) by Selective Cleavage of Methylenebis(Dialkyl Phosphonates) with Morpholine

Gantla Vidyasagar Reddy Department of Chemistry and Biochemistry, New Mexico State University, MSC 3C, Las Cruces, New Mexico, 88003, USA
,
Hollie K. Jacobs Department of Chemistry and Biochemistry, New Mexico State University, MSC 3C, Las Cruces, New Mexico, 88003, USA
,
Aravamudan S. Gopalan Department of Chemistry and Biochemistry, New Mexico State University, MSC 3C, Las Cruces, New Mexico, 88003, USACorrespondence[email protected]
,
Richard E. Barrans Jr. Chemistry Division, CHM/200, Argonne National Laboratory, Argonne, Illinois, USA
,
Mark L. Dietz Chemistry Division, CHM/200, Argonne National Laboratory, Argonne, Illinois, USA
,
Dominique C. Stepinski Chemistry Department, Loyola University Chicago, Chicago, Illinois, USA
&
Albert W. Herlinger Chemistry Department, Loyola University Chicago, Chicago, Illinois, USA
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Pages 331-344 | Received 07 May 2003, Published online: 18 Oct 2011

Citations (15)

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Joy LynnF. Bala, BorisA. Kashemirov & CharlesE. McKenna. (2010) Synthesis of a Novel Bisphosphonic Acid Alkene Monomer. Synthetic Communications 40:23, pages 3577-3584.
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Articles from other publishers (14)

Nejib Jebli, Youssef Arfaoui, Kristof Van Hecke, Christian V. Stevens & Soufiane Touil. (2018) X-ray crystal structure, Hirshfeld surface analysis, thermal stability and photophysical properties of some symmetrical trans -α,α′-bis(diphenylphosphoryl)- and α,α′-bis(diphenylphosphorothioyl)cycloalkanones. Journal of Molecular Structure 1171, pages 279-293.
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Chiara Massarenti, Olga Bortolini, Giancarlo Fantin, Dario Cristofaro, Daniele Ragno, Daniela Perrone, Elena Marchesi, Gianluca Toniolo & Alessandro Massi. (2017) Fluorous-tag assisted synthesis of bile acid–bisphosphonate conjugates via orthogonal click reactions: an access to potential anti-resorption bone drugs. Organic & Biomolecular Chemistry 15:22, pages 4907-4920.
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Elina Puljula, Jouko Vepsäläinen & Petri A Turhanen. (2016) Synthesis of medronic acid monoesters and their purification by high-performance countercurrent chromatography or by hydroxyapatite. Beilstein Journal of Organic Chemistry 12, pages 2145-2149.
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Shoujiao Peng, Baoxin Zhang, Xianke Meng, Juan Yao & Jianguo Fang. (2015) Synthesis of Piperlongumine Analogues and Discovery of Nuclear Factor Erythroid 2-Related Factor 2 (Nrf2) Activators as Potential Neuroprotective Agents. Journal of Medicinal Chemistry 58:13, pages 5242-5255.
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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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Ali Samarat, Marwa Yahyaoui, Iyadh Aouani & Soufiane Touil. (2013) Convenient First Synthesis of Hydroxy- and Amino-γ,γ′-bisphosphonates via Reduction and Reductive Amination of γ,γ′-Diphosphonyl Ketones. Chemistry Letters 42:7, pages 687-688.
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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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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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Aino-Liisa Alanne, Helena Hyvönen, Manu Lahtinen, Markku Ylisirniö, Petri Turhanen, Erkki Kolehmainen, Sirpa Peräniemi & Jouko Vepsäläinen. (2012) Systematic Study of the Physicochemical Properties of a Homologous Series of Aminobisphosphonates. Molecules 17:9, pages 10928-10945.
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Hidetoshi NakatakeHisao EkimotoMariko Aso, Atsushi Ogawa, Asami Yamaguchi & Hiroshi Suemune. (2011) Dialkyl Bisphosphonate Platinum(II) Complex as a Potential Drug for Metastatic Bone Tumor. Chemical and Pharmaceutical Bulletin 59:6, pages 710-713.
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Tomáš Bříza, Vladimír Král, Pavel Martásek & Robert Kaplánek. (2008) Electrophilic polyfluoroalkylating agents based on sulfonate esters. Journal of Fluorine Chemistry 129:4, pages 235-247.
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Sarwat Chowdhury, Niraj J. Muni, Nicholas P. Greenwood, David R. Pepperberg & Robert F. Standaert. (2007) Phosphonic acid analogs of GABA through reductive dealkylation of phosphonic diesters with lithium trialkylborohydrides. Bioorganic & Medicinal Chemistry Letters 17:13, pages 3745-3748.
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P. R. Zalupski, M. P. Jensen & A. W. Herlinger. (2005) Investigation of Acid-Base Equilibria for Symmetrically Substituted P,P′-Dialkyl Partial Esters of Bisphosphonic Acids. Journal of Solution Chemistry 34:8, pages 869-880.
Crossref
Gantla Vidyasagar Reddy, Hollie K. Jacobs, Aravamudan S. Gopalan, Richard E. Jr. Barrans, Mark L. Dietz, Dominique C. Stepinski & Albert W. Herlinger. (2004) Synthesis of Symmetrical Methylenebis(alkyl hydrogen phosphonates) by Selective Cleavage of Methylenebis(dialkyl phosphonates) with Morpholine.. ChemInform 35:24.
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