33472-11-6Relevant academic research and scientific papers
Synthesis and crystal structure of diisopropyl hydroxy(4-methoxyphenyl) methylphosphonate
Fang, Hua,Fang, Mei Juan,Yi, Rui Zao,Zhao, Yu Fen
, p. 761 - 764 (2008)
The title compound, C14H23O5P, was synthesized by the reaction of 4-methoxybenzaldehyde and diisopropyl phosphite. Its structure was determined with X-ray crystallographic, NMR, MS, and elemental analysis (EA) techniques.
Utilization of 1,3-Dioxolanes in the Synthesis of α-branched Alkyl and Aryl 9-[2-(Phosphonomethoxy)Ethyl]Purines and Study of the Influence of α-branched Substitution for Potential Biological Activity
Pomeisl, Karel,Pohl, Radek,Snoeck, Robert,Andrei, Graciela,Kre?merová, Marcela
, p. 119 - 156 (2019/01/04)
Syntheses of α-branched alkyl and aryl substituted 9-[2-(phosphonomethoxy)ethyl]purines from substituted 1,3-dioxolanes have been developed. Key synthetic precursors, α-substituted dialkyl [(2-hydroxyethoxy)methyl]phosphonates were prepared via Lewis acid mediated cleavage of 1,3-dioxolanes followed by reaction with dialkyl or trialkyl phosphites. The best preparative yields were achieved under conditions utilizing tin tetrachloride as Lewis acid and triisopropyl phosphite. Attachment of purine bases to dialkyl [(2-hydroxyethoxy)methyl]phosphonates was performed by Mitsunobu reaction. Final α-branched 9-[2-(phosphonomethoxy)ethyl]purines were tested for antiviral, cytostatic and antiparasitic activity, the latter one determined as inhibitory activity towards Plasmodium falciparum enzyme hypoxanthine-guanine-xanthine phosphoribosyltransfesase. In most cases biological activity was only marginal.
Copper-catalyzed synthesis of α-hydroxy phosphonates from H-phosphonates and alcohols or ethers
Zhao, Zengxiang,Xue, Wanhua,Gao, Yuxing,Tang, Guo,Zhao, Yufen
supporting information, p. 713 - 716 (2013/05/09)
Easy PC: α-Hydroxy phosphonates were synthesized by copper/tert-butyl hydroperoxide (TBHP)-catalyzed oxidative addition reactions of H-phosphonates with alcohols or ethers. Diverse α-hydroxy phosphonates were obtained from substituted benzyl alcohols or alkyl alcohols and alkyl ethers in moderate to good yields. Copyright
Mechanistic approach for expeditious and solvent-free synthesis of α-hydroxy phosphonates using potassium phosphate as catalyst
Kulkarni, Makarand A.,Lad, Uday P.,Desai, Uday V.,Mitragotri, Satish D.,Wadgaonkar, Prakash P.
, p. 148 - 152 (2013/04/24)
An extremely simple, high yielding, highly rapid and solvent-free protocol has been described for hydrophosphylation of aldehydes using potassium phosphate as catalyst. Easy commercial availability of the reusable catalyst, operational simplicity at ambie
Synthesis, characterizations, and crystal structures of α-hydroxyphosphonic acid esters
Fang, Hua,Chen, Weizhu,Hong, Bihong,Zhao, Yufen,Fang, Meijuan
experimental part, p. 2182 - 2193 (2010/12/25)
This article describes the synthesis of -hydroxyphosphonic acid esters using the Pudovik reaction. IR, 1H NMR, 13C NMR, 31P NMR, MS, and elemental analysis were employed to confirm their structures. X-ray structure analysi
Asymmetric hydrogenation of α-keto phosphonates with chiral palladium catalysts
Goulioukina, Nataliya S.,Bondarenko, Grigorii N.,Bogdanov, Alexei V.,Gavrilov, Konstantin N.,Beletskaya, Irina P.
experimental part, p. 510 - 515 (2009/07/19)
Under atmospheric hydrogen pressure, a catalytic amount of palladium(II) trifluoroacetate and (R)-MeO-BIPHEP in 2,2,2-trifluoroethanol promoted the asymmetric hydrogenation of diisopropyl α-keto phosphonates 1 to afford the corresponding α-hydroxy phospho
The preparation of dialkyl 1-hydroxyalkylphosphonates in the reaction of trialkyl phosphites with oxonium salts derived from aldehydes or ketones
Goldeman, Waldemar,Soroka, Miroslaw
, p. 3019 - 3024 (2008/02/08)
The reaction of trialkyl phosphites with aldehydes or ketones in the presence of hydrogen chloride gives dialkyl 1-hydroxyalkylphosphonates via Arbusov-like reaction of oxonium salts derived from aldehydes or ketones. This reaction is a very convenient instant method for the preparation of dialkyl 1-hydroxyalkylphosphonates with a good yield as an alternative to the well-known Abramov reaction. Georg Thieme Verlag Stuttgart.
