Category: 2873-29-2

On July 17, 2020, Fukuhara, Ippei; Matsubara, Ryosuke; Hayashi, Masahiko published an article.SDS of cas: 2873-29-2 The title of the article was Selective Synthesis of Some Aminosugars via Catalytic Aminohydroxylation of Protected 2,3-Unsaturated D-Gluco- and D-Galacto-2-hexenopyranosides. And the article contained the following:

The aminohydroxylation of Me 4,6-di-O-(tert-butyldimethylsilyl)-2,3-unsaturated α-D-glucopyranoside proceeds in the presence of chloramine-T, OsO4 (4 mol %), (DHQ)2PHAL (5 mol %), and triethylbenzylammonium chloride (TEBAC) in both a stereoselective and a regioselective manner to produce protected Me α-D-mannosamide as the sole product. In contrast, the reaction of Me 2,3-unsaturated β-D-galactopyranoside under the same conditions produced a mixture of regioisomers, although the stereochem. was perfectly controlled. The regioisomeric ratio was dependent on the nature of the protecting group and the ligand used. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).SDS of cas: 2873-29-2

The Article related to aminohydroxylation catalyst aminosugar glycoside preparation ethylbenzylammonium chloride chloramine, Carbohydrates: Amines and other aspects.SDS of cas: 2873-29-2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Ahmed, Ajaz; Sakander, Norein; Rasool, Faheem; Hussain, Nazar; Mukherjee, Debaraj published an article in 2022, the title of the article was Diastereoselective synthesis of glycopyrans 1,2-annulated with dioxazinanes from 1,2-anhydrosugars and N-substituted nitrones.Product Details of 2873-29-2 And the article contains the following content:

1,2-Annulated pyranose sugars fused with six membered rings, e.g. I, have emerged as an important class of carbohydrates with wide biol. and synthetic utility. We now describe zinc chloride catalyzed one pot diastereoselective synthesis of sugar fused dioxazinanes from 1,2-anhydro sugars and N-substituted aromatic nitrones. Various aromatic nitrones with different substituents undergo the reaction smoothly. The developed strategy works well with both ester and ether protection on the sugar and proceeds under mild reaction conditions. The mechanism seems to involve activation of the anhydrosugar by ZnCl2 for nucleophilic attack by the nitrone followed by cyclization. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Product Details of 2873-29-2

The Article related to stereoselective cyclization nucleophilic anhydrosugar dioxazinane glycopyran synthesis nitrone glycoside, Carbohydrates: Amines and other aspects.Product Details of 2873-29-2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On February 7, 2019, Chen, Peiran; Ding, Yajun; Guo, Saisai; Zhang, Xiaoying published an article.Application In Synthesis of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate The title of the article was Ferrier Reaction: The first synthesis of 2,3-unsaturated seleno-glycosides by using alkyl(aryl) hydroselenides as the nucleophile and Hf(OTf)4 as the catalyst. And the article contained the following:

By using Hf(OTf)4 as the catalyst, a series of 2,3-unsaturated-Se-glucosides have been synthesized for the first time from tri-O-acetyl-D-glucal, 2,4,6-tri-O-benzyl-D-glucal, 3,4-di-O-acetyl-L-rhamnal and ((2R,3S)-3-acetoxy-2,3-dihydrofuran-2-yl) Me acetate with PhSeH or alkyl(aryl) hydroselenides as the nucleophile in good yield and high anomeric selectivity. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Application In Synthesis of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to stereoselective ferrier rearrangement selenoglycoside, Carbohydrates: Glycosides and other aspects.Application In Synthesis of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On September 3, 2020, Rojas, A. H.; Lafuente, L.; Echeverria, G. A.; Piro, O. E.; Vetere, V.; Ponzinibbio, A. published an article.Application In Synthesis of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate The title of the article was Synthesis and structure of novel iodinated N-glycosyl-sulfonamides through Aza-Ferrier reaction of 2-substituted glycals. And the article contained the following:

We obtained a series of novel N-(2-iodo-2,3-dideoxy-2-en-glycopyranosides)-sulfonamides via the Aza-Ferrier rearrangement of protected-2-iodoglycals in good yields and high stereoselectivity. Their structure and conformation features were determined by NMR. Moreover, we report here the first in detail structure anal. by X-ray diffraction techniques of a 2-iodo-pseudoglycal. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Application In Synthesis of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to iodinated glycosyl sulfonamide preparation aza ferrier rearrangement glycal, Carbohydrates: Glycosides and other aspects.Application In Synthesis of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On August 27, 2020, Lafuente, Leticia; Rojas, Agustin H.; Piro, Oscar E.; Echeverria, Gustavo A.; Ponzinibbio, Agustin published an article.Reference of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate The title of the article was Synthesis, NMR and X-ray studies on novel heteroaromatic aldoxime O-ether 2- and 2,3-unsaturated glycosides. And the article contained the following:

We present the synthesis of novel hydrolytically stable heteroaromatic oxime ether glycosides in very good yields and high anomeric selectivity. The products obtained are α-glycosides and the double bond configuration is E. The aldoxime O-ether carbohydrate derivatives were analyzed by structural X-ray diffraction and NMR spectral data. A complete investigation on the glycoside structures, that includes conformation characteristics in the pyranose ring and heterocyclic alternative positions, is also described. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Reference of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to heteroaromatic aldoxime ether unsat glycoside preparation nmr conformational, Carbohydrates: Glycosides and other aspects.Reference of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Ghouilem, Juba; Franco, Remi; Retailleau, Pascal; Alami, Mouad; Gandon, Vincent; Messaoudi, Samir published an article in 2020, the title of the article was Regio- and diastereoselective Pd-catalyzed synthesis of C2-aryl glycosides.Computed Properties of 2873-29-2 And the article contains the following content:

An efficient regio- and diastereoselective arylation method of readily available 2,3-glycals with various aryl iodides has been established. Using the Pd(OAc)2/AsPh3 pre-catalytic system, this protocol proved to be general to prepare a variety of substituted C2-aryl glycosides in good yields with complete diastereoselectivity. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Computed Properties of 2873-29-2

The Article related to crystal structure, transition state regioselective stereoselective arylation catalyst glycal preparation glycoside, Carbohydrates: Glycosides and other aspects.Computed Properties of 2873-29-2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On July 31, 2020, Meng, Xin; Lian, Xujing; Li, Xiao; Ya, Qiang; Li, Tingshen; Zhang, Yongmin; Yang, Yang; Zhang, Yan published an article.HPLC of Formula: 2873-29-2 The title of the article was Synthesis of 2′-paclitaxel 2-deoxy-2-fluoro-glucopyranosyl carbonate for specific targeted delivery to cancer cells. And the article contained the following:

A novel 2-fluorodeoxyglucose conjugated derivative of paclitaxel was efficiently synthesized using a linker between 2′-OH of paclitaxel and C1-hydroxyl group of 2-fluorodeoxyglucose. In preparation of the prodrug, allyl carbonates were selected as the protective group and the efficient one-step removal of allyloxycarbonyl groups at the end of the synthesis using palladium chem. gave the target mol. in good yield. The prodrug not only improved the pharmaceutical properties of paclitaxel, such as solubility and stability, but also demonstrated enhanced cytotoxicity and selectivity for cancer cells and less toxicity toward normal HUVEC cells. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).HPLC of Formula: 2873-29-2

The Article related to paclitaxel deoxyfluoro glucopyranosyl carbonate preparation cancer prodrug delivery, chemotherapy, fluorodeoxyglucose, paclitaxel, prodrug, targeting drug delivery, Carbohydrates: Glycosides and other aspects.HPLC of Formula: 2873-29-2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On November 30, 2019, Singh, Adesh Kumar; Venkatesh, Rapelly; Kandasamy, Jeyakumar published an article.Application In Synthesis of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate The title of the article was Palladium-Catalyzed One-Pot Stereospecific Synthesis of 2-Deoxy Aryl C-Glycosides from Glycals and Anilines in the Presence of tert -Butyl Nitrite. And the article contained the following:

The palladium-catalyzed one-pot synthesis of 2,3-deoxy-3-keto aryl C-glycosides is achieved from glycals and anilines in the presence of tert-Bu nitrite and aqueous HBF4 under mild conditions. This one-pot method stereospecifically provides α- and β-aryl glycosides (â‰?9:1 by NMR) in good yields at room temperature The configuration at the C-3 position in the glycal determines the anomeric selectivity (i.e., α or β) of the desired products. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Application In Synthesis of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to nitrite catalyst palladium stereoselective glycosylation preparation, stereoselective glycosylation aryl c glycoside preparation glycal aniline catalyst, Carbohydrates: Glycosides and other aspects.Application In Synthesis of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On April 30, 2021, Vieira Veloso, Rodinei; Shamim, Anwar; Lamarrey, Yann; Stefani, Helio A.; Mozer Sciani, Juliana published an article.Category: esters-buliding-blocks The title of the article was Antioxidant and anti-sickling activity of glucal-based triazoles compounds – An in vitro and in silico study. And the article contained the following:

The sickle cell disease (SCD) has a genetic cause, characterized by a replacement of glutamic acid to valine in the β-chain of Hb. The disease has no effective treatment so far, and patients suffer a range from acute to chronic complications that include chronic hemolytic anemia, vaso-occlusive ischemia, pain, acute thoracic syndrome, cerebrovascular accident, nephropathy, osteonecrosis and reduced lifetime. The oxidation in certain regions of the Hb favors the reactive oxygen species (ROS) formation, which is the cause of many clin. manifestations. Antioxidants have been studied to reduce the Hb ROS levels, and in this sense, we have searched for new antioxidants glucal-based triazoles compounds with anti-sickling activity. Thirty analogs were synthesized and tested in in vitro antioxidant assays. Two of them were selected based in their effects and concentration-response activity and conducted to in cell assays. Both mols. did not cause any hemolysis and could reduce the red blood cell damage caused by hydrogen peroxide, in a model of oxidative stress induction that mimics the SCD. Moreover, one mol. I, besides reducing the hemolysis, was able to prevent the cell damage caused by the hydrogen peroxide. Later on, by in silico pharmacokinetics anal., we could see that I has appropriated properties for druggability and the probable mechanism of action is the binding to Peroxiredoxin-5, an antioxidant enzyme that reduces the hydrogen peroxide levels, verified after mol. docking assays. Thus, starting from 30 glucal-based triazoles mols. in a structure-activity relationship, we could select one with antioxidant properties that could act on RBC to reduce the oxidative stress, being useful for the treatment of SCD. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).Category: esters-buliding-blocks

The Article related to glucal triazole preparation pharmacokinetics mol docking antioxidant antisickling, antioxidant, glucal-based triazoles compounds, sickle cell disease, Carbohydrates: Glycosides and other aspects.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Lebedel, Ludivine; Arda, Ana; Martin, Amelie; Desire, Jerome; Mingot, Agnes; Aufiero, Marialuisa; Aiguabella Font, Nuria; Gilmour, Ryan; Jimenez-Barbero, Jesus; Bleriot, Yves; Thibaudeau, Sebastien published an article in 2019, the title of the article was Structural and Computational Analysis of 2-Halogeno-Glycosyl Cations in the Presence of a Superacid: An Expansive Platform.COA of Formula: C12H16O7 And the article contains the following content:

An expansive NMR-based structural anal. of elusive glycosyl cations derived from natural and non-natural monosaccharides in superacids is disclosed. For the first time, it has been possible to explore the consequence of deoxygenation and halogen substitution at the C2 position in a series of 2-halogenoglucosyl, galactosyl, and mannosyl donors in the condensed phase. These cationic intermediates were characterized using low-temperature in situ NMR experiments supported by DFT calculations The 2-bromo derivatives display intramol. stabilization of the glycosyl cations. Introducing a strongly electron-withdrawing fluorine atom at C2 exerts considerable influence on the oxocarbenium ion reactivity. In a superacid, these oxocarbenium ions are quenched by weakly coordinating SbF6- anions, thereby demonstrating their highly electrophilic character and their propensity to interact with poor nucleophiles. The experimental process involved the reaction of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate(cas: 2873-29-2).COA of Formula: C12H16O7

The Article related to nmr dft conformational analysis haloglycosyl cation superacid, conformation analysis, fluorine, glycosylation, reaction mechanisms, superacids, Carbohydrates: Glycosides and other aspects.COA of Formula: C12H16O7

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics