19909-81-0Relevant articles and documents
A fluorinated phosphite traps alkoxy radicals photogenerated at the air/solid interface of a nanoparticle
Ghosh, Goutam,Greer, Alexander
, (2020)
With interests in alkoxy radical formation on natural and artificial surfaces, a physical-organic study was carried out with a Hammett series of triaryl phosphites (p-MeO, H, p-F, and p-Cl) to trap adsorbed alkoxy radicals on silica nanoparticles. A mecha
Diphenyl Diselenide-Catalyzed Synthesis of Triaryl Phosphites and Triaryl Phosphates from White Phosphorus
Zhang, Yue,Cai, Ziman,Chi, Yangyang,Zeng, Xiangzhe,Chen, Shuanghui,Liu, Yan,Tang, Guo,Zhao, Yufen
supporting information, p. 5158 - 5163 (2021/07/20)
Industrially important triaryl phosphites, traditionally prepared from PCl3, have been synthesized by a diphenyl diselenide-catalyzed one-step procedure involving white phosphorus and phenols, which provides a halogen- and transition metal-free way to these compounds. Subsequent oxidation of triaryl phosphites produces triaryl phosphates and triaryl thiophosphates. Phosphorotrithioates are also prepared efficiently from aromatic thiols and aliphatic thiols.
Method for preparing phosphate ester derivatives from white phosphorus
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Paragraph 0027-0034, (2021/06/23)
A method for preparing phosphate ester derivatives from white phosphorus relates to the field of chemical engineering, and comprises the following steps: adding alkali, a catalyst, a white phosphorus solution, ROH or RSH (R represents alkyl or aromatic group) into a reaction container in an inert atmosphere, and heating and stirring the mixture in a mixed solvent of toluene and DMSO (dimethyl sulfoxide) to react for a certain time, so as to obtain three-coordinated phosphate ester derivatives; and 2) continuing to add H2O2, air or sulfur powder until the oxidation is completed, thereby obtaining the tetra-coordinated phosphate ester derivative. According to the method, chlorine, phosphorus trichloride and halogen are not needed, phosphite ester is directly prepared from elementary white phosphorus in an efficient, green and environment-friendly manner, and phosphate and thiophosphate can be directly prepared after oxidation. High pollution and high corrosivity of a traditional method are avoided in the whole process; meanwhile, white phosphorus is completely converted in the whole process, white phosphorus residues are avoided, and the post-reaction treatment process is safe.
Phosphonic Analogs of Alanine as Acylpeptide Hydrolase Inhibitors
Walczak, Maciej,Chryplewicz, Agnieszka,Olewińska, Sandra,Psurski, Mateusz,Winiarski, ?ukasz,Torzyk, Karolina,Oleksyszyn, Józef,Sieńczyk, Marcin
, (2021/02/01)
Acylpeptide hydrolase is a serine protease, which, together with prolyl oligopeptidase, dipeptidyl peptidase IV and oligopeptidase B, belongs to the prolyl oligopeptidase family. Its primary function is associated with the removal of N-acetylated amino acid residues from proteins and peptides. Although the N-acylation occurs in 50–90 % of eukaryotic proteins, the precise functions of this modification remains unclear. Recent findings have indicated that acylpeptide hydrolase participates in various events including oxidized proteins degradation, amyloid β-peptide cleavage, and response to DNA damage. Considering the protein degradation cycle cross-talk between acylpeptide hydrolase and proteasome, inhibition of the first enzyme resulted in down-regulation of the ubiquitin-proteasome system and induction of cancer cell apoptosis. Acylpeptide hydrolase has been proposed as an interesting target for the development of new potential anticancer agents. Here, we present the synthesis of simple derivatives of (1-aminoethyl)phosphonic acid diaryl esters, phosphonic analogs of alanine diversified at the N-terminus and ester rings, as inhibitors of acylpeptide hydrolase and discuss the ability of the title compounds to induce apoptosis of U937 and MV-4-11 tumor cell lines.
Flash production of organophosphorus compounds in flow
Nagaki, Aiichiro,Tamaki, Takashi
supporting information, (2021/09/09)
Flow synthesis techniques have received a significant amount of attention due to their high productivity. However, when reaction condition is heterogeneous, it is usually difficult to adapt it to flow synthesis. Herein, by selecting appropriate reagents, the synthesis of phosphate esters, which is commonly heterogeneous, was made homogeneous, enabling synthesis in flow systems. In addition, reaction rate was accelerated compared to the batch system. It was demonstrated that not only can the high productivity of flow synthesis be achieved in flow, but also high productivity can be achieved by accelerating the reaction. Finally, we demonstrated the synthesis of the Akiyama-Terada catalyst, a chiral organocatalysts, in a short period.
Synthesis of Non-Symmetric Functionalized Polyfluoroalkyl Phosphites
Arbuzova, S. N.,Belogorlova, N. A.,Bishimbayeva, G. K.,Chernysheva, N. A.,Gusarova, N. K.,Malysheva, S. F.,Nalibayeva, A. M.,Oparina, L. A.,Trofimov, B. A.,Verkhoturova, S. I.,Yas’ko, S. V.
, p. 839 - 844 (2020/07/03)
Abstract: Two ways for the synthesis of new representatives of non-symmetric organicphosphites with polyfluoroalkyl substituents were developed based on organicdichlorophosphites. The reaction of polyfluoroalkyl dichlorophosphites withallyl alcohol, proce
Electronic effects in mixed N-heterocyclic carbene/phosphite indenylidene ruthenium metathesis catalysts
Bidal, Yannick D.,Urbina-Blanco, César A.,Poater, Albert,Cordes, David B.,Slawin, Alexandra M.Z.,Cavallo, Luigi,Cazin, Catherine S.J.
supporting information, p. 11326 - 11337 (2019/08/07)
Five new complexes [RuCl2(SIMes)(Ind)(O-pXC5H4)] bearing different para-substituted triphenylphosphites (X = H, OCH3, CF3, Cl, SF5 and CN) were synthesised and used to study the effect of t
Phosphonate prodrug of adenine derivative and medical application of phosphonate prodrug
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Paragraph 0039, (2017/08/28)
The invention relates to a phosphonate prodrug of an adenine derivative and medical application of the phosphonate prodrug. Specifically, the invention relates to a compound shown in a general formula (I) or an optical isomer, or a pharmaceutical salt, or
ANTIVIRAL PHARMACEUTICAL PREPARATION FOR USE IN TREATMENT OF HEPATITIS C
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Page/Page column 29, (2016/04/26)
The object of the present invention are novel peptide derivatives of diaryl esters of 1 - aminoalkylphosphonic acids and their use as inhibitors of NS3/4A protease expressed by human HCV virus in prophylaxis and therapy of viral hepatitis type C (VHC). The use of inhibitors with irreversible mechanism of inhibition in the treatment of HCV creates the possibility of effective improvement of the therapy inter alia by reducing the time of drug administration and limiting dosing to one drug.
Human neutrophil elastase phosphonic inhibitors with improved potency of action
Winiarski, ?ukasz,Oleksyszyn, Józef,Sieńczyk, Marcin
experimental part, p. 6541 - 6553 (2012/09/21)
Herein, we present the synthesis and the measurement of the inhibitory activity of novel peptidyl derivatives of α-aminoalkylphosphonate diaryl esters as human neutrophil elastase inhibitors. Their selectivity against other serine proteases, including porcine pancreatic elastase, chymotrypsin, and trypsin, was also demonstrated. We also describe the preparation of single peptide diastereomers. The most active and selective compound developed possessed a kinact/KI of 2353000 M-1 s -1, which is the most potent irreversible peptidyl inhibitor of human neutrophil elastase reported to date. The peptidyl inhibitors were demonstrated to be stable in PBS buffer and human plasma, as were their complexes with HNE.