17118-80-8Relevant academic research and scientific papers
Phenyliodine(III) Bis(trifluoroacetate) Mediated Synthesis of 6-Piperidinylpurine Homo-N-nucleosides Modified with Isoxazolines or Isoxazoles
Balalas, Thomas,Peperidou, Catherine,Hadjipavlou-Litina, Dimitra J.,Litinas, Konstantinos E.
, p. 281 - 292 (2016)
The room temperature, 1,3-dipolar cycloaddition reactions of the nitrile oxide obtained from (6-piperidin-1-yl-9H-purin-9-yl)acetaldehyde oxime upon phenyliodine(III) bis(trifluoroacetate) treatment with excess unsaturated alcohols as solvent resulted in isoxazoline or isoxazole derivatives in almost quantitative yields. Analogous derivatives were prepared from the reactions of unsaturated phosphates. Preliminary biological tests indicated inhibition of lipid peroxidation for some of the examined compounds.
Design, synthesis and in vitro biological evaluation of a novel class of anti-adenovirus agents based on 3-amino-1,2-propanediol
Mazzotta, Sarah,Berastegui-Cabrera, Judith,Vega-Holm, Margarita,García-Lozano, María del Rosario,Carretero-Ledesma, Marta,Aiello, Francesca,Vega-Pérez, José Manuel,Pachón, Jerónimo,Iglesias-Guerra, Fernando,Sánchez-Céspedes, Javier
, (2021)
Nowadays there is not an effective drug for the treatment of infections caused by human adenovirus (HAdV) which supposes a clinical challenge, especially for paediatric and immunosuppressed patients. Here, we describe the design, synthesis and biological evaluation as anti-adenovirus agents of a new library (57 compounds) of diester, monoester and triazole derivatives based on 3-amino-1,2-propanediol skeleton. Seven compounds (17, 20, 26, 34, 44, 60 and 66) were selected based on their high anti-HAdV activity at low micromolar concentration (IC50 from 2.47 to 5.75 μM) and low cytotoxicity (CC50 from 28.70 to >200 μM). In addition, our mechanistic assays revealed that compounds 20 and 44 might be targeting specifically the HAdV DNA replication process, and compound 66 would be targeting HAdV E1A mRNA transcription. For compounds 17, 20, 34 and 60, the mechanism of action seems to be associated with later steps after HAdV DNA replication.
Synthesis of (1,2,3‐triazol‐4‐yl)methyl phosphinates and (1,2,3‐Triazol‐4‐yl)methyl phosphates by copper‐catalyzed azide‐alkyne cycloaddition
Tripolszky, Anna,Németh, Krisztina,Szabó, Pál Tamás,Bálint, Erika
, (2019/06/10)
An efficient and practical method was developed for the synthesis of new (1,2,3‐triazol‐4‐yl)methyl phosphinates and (1,2,3‐triazol‐4‐yl)methyl phosphates by the copper(I)‐catalyzed azide‐alkyne cycloaddition (CuAAC) of organic azides and prop‐2‐ynyl phos
Cross-hetero-dehydrogenative coupling reaction of phosphites: A catalytic metal-free phosphorylation of amines and alcohols
Dhineshkumar, Jayaraman,Prabhu, Kandikere Ramaiah
supporting information, p. 6062 - 6065 (2014/01/06)
Phosphorylation of amines, alcohols, and sulfoximines are accomplished using molecular iodine as a catalyst and H2O2 as the sole oxidant under mild reaction conditions. This method provides an easy route for synthesizing a variety of phosphoramidates, phosphorus triesters and sulfoximine-derived phosphoramidates which are of biological importance.
Phosphorylation of alcohols with N-phosphoryl oxazolidinones employing copper(II) triflate catalysis
Jones, Simon,Smanmoo, Chaiwat
, p. 3271 - 3274 (2007/10/03)
(Chemical Equation Presented) Phosphoryl transfer from N-phosphoryl 5,5-diphenyl oxazolidinone is efficiently catalyzed by copper(II) triflate. The utility of this method has been demonstrated in the phosphorylation of representative primary, secondary, tertiary, phenolic, and allylic alcohols. These reaction conditions are significantly milder than employing alkoxides and allow the phosphorylation of biologically relevant molecules.
Highly regioselective coupling reactions of allylic and propargylic alcohol derivatives with γ,γ-dialkoxyallylic zirconium species via Zr-to-Cu transmetalation
Sato, Azusa,Ito, Hisanaka,Taguchi, Takeo
, p. 709 - 712 (2007/10/03)
(Chemical Equation Presented) In the presence of CuCN, reaction of γ,γ-dialkoxyallylic zirconium species 4, generated in situ by treating triethyl orthoacrylate with zirconocene-butene complex, with allylic and propargylic phosphates proceeded at the α-po
N-Phosphoryl oxazolidinones as effective phosphorylating agents
Jones, Simon,Smanmoo, Chaiwat
, p. 1585 - 1588 (2007/10/03)
A number of N-phosphoryl oxazolidinones have been prepared and evaluated, the best being 5,5-diphenyl oxazolidinones, the utility of which was demonstrated in the phosphorylation of a number of representative primary, secondary, tertiary, and phenolic alcohols.
A simple, general and improved procedure for phosphorylation of alcohols catalyzed by indium(III) chloride
Ranu, Brindaban C.,Das, Arijit
, p. 1063 - 1064 (2007/10/03)
A general and efficient procedure has been developed for the preparation of dialkyl phosphate esters by indium(III) chloride catalyzed phosphoryl transfer from diethyl and diphenyl chlorophosphate to a variety of alcohols and phenols in THF in presence of triethylamine.
Allyl- and propargylchromium reagents generated by a chromium(III) ate-type reagent as a reductant and their reactions with electrophiles
Hojo,Sakuragi,Okabe,Hosomi
, p. 357 - 358 (2007/10/03)
A chromium ate-type reagent 'Bu5CrLi2' reacts with allylic and propargylic phosphates to generate the corresponding allyl- and propargylchromium (propargyl = prop-2-ynyl) reagents which further react with a variety of electrophiles such as aldehydes, ketones, imines, and isocyanates to afford the corresponding adducts in high yields.
