762-04-9Relevant articles and documents
Reaction of N-(benzyloxycarbonyl)aminobenzylphosphonous acid with ethyl orthoformate
Stano, Adrian,Mucha, Artur,Kafarski, Pawel
, p. 4269 - 4277 (1999)
Reaction of N-(benzyloxycarbonyl)aminobenzylphosphonous acid with ethyl orthoformate afforded two major products diethyl N(benzyloxycarbonyl)aminobenzylphosphinite and ethyl (diethoxymethyl)[N- (benzyloxy-carbonyl)aminobenzyl]phosphinate, a product of addition of phosphonous acid to orthoformate.
Synthesis of Pyridiniumboranephosphonate Diesters and Related Compounds using Trityl Cation as a Borane Hydride Acceptor
Rachwalak, Marta,Go??biewska, Justyna,Jakubowski, Tomasz,Stawinski, Jacek
, p. 509 - 517 (2021)
Boranephosphonate diesters react with pyridine and some tertiary amines in the presence of dimethoxytrityl chloride used as a borane hydride acceptor, to afford the boron-modified phosphodiester analogues containing a P-B-N structural motif. The reaction provides a convenient entry to pyridinium- and ammoniumboranephosphonates derived from the corresponding alkyl, aryl, or nucleoside boranephosphonate diesters. Some aspects of the synthetic protocol, mechanistic features related to a possible intermediate involved, and the role of the solvents used, are discussed.
Access to α-aminophosphonic acid derivatives and phosphonopeptides by [Rh(P-OP)]-catalyzed stereoselective hydrogenation
Fernández-Pérez, Héctor,Lenartowicz, Pawe?,Carreras, Lucas,Grabulosa, Arnald,Kafarski, Pawe?,Vidal-Ferran, Anton
, p. 14779 - 14784 (2020)
The hydrogenation of N-substituted vinylphosphonates using rhodium complexes derived from P-OP ligands L1, ent-L1, or (R,R)-Me-DuPHOS as catalysts has been successfully accomplished, achieving very high levels of stereoselectivity (up to 99% ee or de). Th
Electrochemical synthesis of phosphorus esters from white phosphorus in the presence of copper complexes and ethanol
Budnikom,Kafiyatullina,Sinyashin,Abdreimova
, p. 929 - 938 (2003)
In the presence of white phosphorus the redox potentials of the copper ions change and the potential of the reduction wave of CuI/Cu 0 shifts noticeably toward more positive values. The Cu I-P4 complex is characterized by a lower value of the electrochemical gap, that is, higher polarizability and reactivity compared to those of the free CuI cation. Phosphorus esters can be synthesized from P4 and ethanol. The latter is in the composition of the copper(II) complexes, which act as a catalyst-charge mediator.
Reaction of diethyl butane-1-phosphonate with the surface of tin dioxide
Ikaev,Polezhaeva,Mingalev,Lisichkin
, p. 417 - 420 (2008)
Reaction of diethyl butane-1-phosphonate with the surface of tin dioxide was studied. The reaction involves grafting of the phosphonate residue onto the oxide surface; in the process, one or both ethoxy groups are eliminated. The resulting grafted layer exhibits fairly high resistance to hydrolysis and heat.
Reaction of sodium N-benzylideneglycinate with dialkyl chlorophosphites in the presence of water
Dimukhametov, Mudaris N.,Mironov, Vladimir F.,Islamov, Daut R.,Litvinov, Igor A.,Gnezdilov, Oleg I.,Danilova, Yuliya V.
, p. 107 - 109 (2021/02/16)
The outcome of reaction of sodium N-benzylideneglycinate containing water in its crystal lattice with dialkyl chlorophosphites depends on the mode of addition of the latter. Upon the simultaneous mixing of the reactants, 1,4-bis[α-(dialkoxyphosphoryl)benz
Novel synthetic method of diethyl phosphite
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Paragraph 0022-0032, (2021/09/15)
The invention relates to a synthetic method of diethyl phosphite. The method comprises the following steps: adding triethyl phosphite into a stirring reactor and heating to 30 - 60 in 70 - 80 °C minutes; carrying out chromatographic analysis by adding water to the stirring reactor for 60 minutes; and controlling the triethyl phosphite ≤ 0.3% to open the receiving bottle to carry out pressure reduction and rectification. The method is prepared by direct reaction of triethyl phosphite and water, and a solvent is not needed in the traditional process. No catalyst is needed, the reaction is mild, the yield is high, and the yield can reach ≥ 99%. Raw materials are easy to obtain, and the production cost can be effectively reduced. The method has the advantages of simple operation, no side reaction in the reaction process, good product purity, less 99% or more product purity, low cost, safety and environmental protection, and is suitable for industrial production.
Preparation method of important chemical raw material
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Paragraph 0036-0051, (2021/06/06)
The invention provides a preparation method of diethyl phosphite, which is characterized by comprising the following steps: at room temperature, adding phosphorous acid, a silver catalyst and water into a reaction container with stirring until the reactants are dissolved; then slowly dropwise adding ethanol into the reaction container, simultaneously heating the system to 50-100 DEG C, reacting for 1-4 hours, stopping stirring after the reaction is finished, standing the system; collecting an organic layer, and performing reduced pressure distillation to obtain a product. As the soluble silver salt is adopted as the catalyst, the reaction can be quickly and efficiently catalyzed in water, compared with the prior art, the reaction condition is milder, the water is adopted as the solvent to be more environment-friendly, and as water is generated in the reaction and is consistent with the reaction solvent, the content of water is increased after the reaction; therefore, the method provided by the invention is more beneficial to the rapid separation of water-insoluble diethyl phosphite from the system, so that the post-treatment is simpler and more efficient, the reaction time is saved, and the yield and purity of the product are improved.
Photochemical Radical C–H Halogenation of Benzyl N-Methyliminodiacetyl (MIDA) Boronates: Synthesis of α-Functionalized Alkyl Boronates
Yang, Ling,Tan, Dong-Hang,Fan, Wen-Xin,Liu, Xu-Ge,Wu, Jia-Qiang,Huang, Zhi-Shu,Li, Qingjiang,Wang, Honggen
supporting information, p. 3454 - 3458 (2020/12/17)
α-Haloboronates are useful organic synthons that can be converted to a diverse array of α-substituted alkyl borons. Methods to α-haloboronates are limiting and often suffer from harsh reaction conditions. Reported herein is a photochemical radical C-H halogenation of benzyl N-methyliminodiacetyl (MIDA) boronates. Fluorination, chlorination, and bromination reactions were effective by using this protocol. Upon reaction with different nucleophiles, the C?Br bond in the brominated product could be readily transformed to a series of C?C, C?O, C?N, C?S, C?P, and C?I bonds, some of which are difficult to forge with α-halo sp2-B boronate esters. An activation effect of B(MIDA) moiety was found.
A greener protocol for the synthesis of phosphorochalcogenoates: Antioxidant and free radical scavenging activities
Mailahn, Daniela H.,Iarocz, Lucas E.B.,Nobre, Patrick C.,Perin, Gelson,Sinott, Airton,Pesarico, Ana Paula,Birmann, Paloma T.,Savegnago, Lucielli,Silva, Márcio S.
, (2020/12/07)
In this contribution, a metal- and base-free protocol has been developed for the synthesis of phosphorochalcogenoates (Se and Te) by using DMSO as solvent at 50 °C. A variety of phosphorochalcogenoates were prepared from diorganyl dichalcogenides and H-phosphonates, leading to the formation of a Chal-P(O) bond, in a rapid procedure with good to excellent yields. A full structural elucidation of products was accessed by 1D and 2D NMR, IR, CGMS, and HRMS analyses, and a stability evaluation of the phosphorochalcogenoates was performed for an effective operational description of this simple and feasible method. Typical 77Se{1H} (δSe = 866.0 ppm), 125Te{1H} (δTe = 422.0 ppm) and 31P{1H} (δP = ?1.0, ?13.0 and ?15.0 ppm) NMR chemical shifts were imperative to confirm the byproducts, in which this stability study was also important to select some products for pharmacological screening. The phosphorochalcogenoates were screened in vitro and ex vivo tests for the antioxidant potential and free radical scavenging activity, as well as to investigation toxicity in mice through of the plasma levels of markers of renal and hepatic damage. The pharmacological screening of phosphorochalcogenoates indicated that compounds have antioxidant propriety in different assays and not changes plasma levels of markers of renal and hepatic damage, with excision of 3g compound that increased plasma creatinine levels and decreased plasma urea levels when compared to control group in the blood mice. Thus, these compounds can be promising synthetic antioxidants that provide protection against oxidative diseases.
