Category: 2873-29-2

On August 2, 2019, Mizia, J. Colin; Bennett, Clay S. published an article.SDS of cas: 2873-29-2 The title of the article was Reagent Controlled Direct Dehydrative Glycosylation with 2-Deoxy Sugars: Construction of the Saquayamycin Z Pentasaccharide. And the article contained the following:

The first synthesis of the pentasaccharide fragment of the angucycline antibiotic saquayamycin Z is described. By using our sulfonyl chloride mediated reagent controlled dehydrative glycosylation, we are able to assemble the glycosidic linkages with high levels of anomeric selectivity. The total synthesis was completed in 25 total steps, and in 2.5% overall yield with a longest linear sequence of 15 steps. 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 stereoselective glycosylation catalyst oligosaccharide, dehydrative glycosylation deoxy sugar saquayamycin pentasaccharide preparation angucycline antibiotic, Carbohydrates: Oligosaccharides and other aspects.SDS of cas: 2873-29-2

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

On June 22, 2020, Soares-Paulino, Antonio Augusto; Stefani, Helio A. published an article.Name: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate The title of the article was Synthesis of Diverse C2-Glyco-Acyl Azides and -Ureas by Palladium-Catalyzed Carbonylation Coupling of 2-Iodoglycals. And the article contained the following:

Herein, we describe the synthesis of acyl azides and acyl urea glycals, a new class of C-2 branched glycoconjugates, employing Pd-catalyzed carbonylative coupling. A new strategy was developed to obtain acyl azides by carbonylative coupling between 2-iodo-glycals and NaN3 catalyzed by Pd(dba)2/Xantphos and carbon monoxide as a carbonyl source. Acyl azide glycals were used as synthetic intermediates in obtaining new acyl urea glycals via carbonylative coupling catalyzed by Pd(OAc)2 and 1,10-Phen. Different glycal substrates, including disaccharide-type, were studied, and various acyl azides and acyl ureas were prepared Reaction yields were moderate to high (31-99%) and reaction time varying from short to long (0.5-20 h). 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).Name: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to iodoglycal coupling glycoconjugate urea glycal azide carbonylation catalyst disaccharide, solvent effect acyl azide urea synthesis palladium catalyzed carbonylation, Carbohydrates: Oligosaccharides and other aspects.Name: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

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

On July 31, 2019, Dong, Youxian; Ding, Zekun; Guo, Hong; Zhou, Le; Jiang, Nan; Chen, Heshan; Qiu, Saifeng; Xu, Xiaoxia; Zhang, Jianbo published an article.Computed Properties of 2873-29-2 The title of the article was A Highly Efficient Magnetic Iron(III) Nanocatalyst for Ferrier Rearrangements. And the article contained the following:

A novel and highly efficient magnetic Fe 3O 4@C@Fe(III) core-shell catalyst, in which the carbon shell was prepared from lotus leaf, was fabricated. This nanocatalyst was successfully applied in the synthesis of a series of 2,3-unsaturated O-glycosides in excellent yields and with high selectivity, especially in the case of 2-halo O-glycosides, which differ in reactivity from nonsubstituted O-glycosides, but which have scarcely been explored before. Moreover, the catalyst could be easily separated from the reaction by the application of an external magnetic force and reused a min. of five times without any significant decrease in the yields of the products. In addition, the reaction proceeded readily on a gram scale, which provides a bright prospect for future applications. 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 magnetic iron carbon shell nanocatalyst green synthesis ferrier rearrangement, unsaturated glycoside preparation ferrier rearrangement glycal alc magnetic nanocatalyst, Carbohydrates: Oligosaccharides and other aspects.Computed Properties of 2873-29-2

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

Kelemen, Viktor; Bege, Miklos; Eszenyi, Daniel; Debreczeni, Nora; Benyei, Attila; Stuerzer, Tobias; Herczegh, Pal; Borbas, Aniko published an article in 2019, the title of the article was Stereoselective Thioconjugation by Photoinduced Thiol-ene Coupling Reactions of Hexo- and Pentopyranosyl D- and L-Glycals at Low-Temperature-Reactivity and Stereoselectivity Study.Electric Literature of 2873-29-2 And the article contains the following content:

A comprehensive optimization and mechanistic study on the photoinduced hydrothiolation of different D- and L- hexo- and pentoglycals with various thiols was performed, at the temperature range of RT to -120 °C. Addition of thiols onto 2-substituted hexoglycals proceeded with complete 1,2-cis-α-stereoselectivity in all cases. Hydrothiolation of 2-substituted pentoglycals resulted in mixtures of 1,2-cis-α- and -β-thioglycosides of varying ratio depending on the configuration of the reactants. Hydrothiolation of unsubstituted glycals at -80 °C proceeded with excellent yields and, except for galactal, provided the axially C2-S-linked isomers with high selectivity. Cooling was always beneficial to the efficacy, increased the yields and in most cases significantly raised the stereoselectivity. The suggested mechanism explains the different conformational preferences of the intermediate carbon-centered radicals, which is a crucial factor in the stereoselectivity of the reactions. 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).Electric Literature of 2873-29-2

The Article related to low temperature stereoselective photoinduced thiol ene coupling glycal thiol, glycal, photoactivation, stereoselective synthesis, thioglycoside, thiyl radical addition, Carbohydrates: Oligosaccharides and other aspects.Electric Literature of 2873-29-2

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

Darbem, Mariana P.; Esteves, Henrique A.; de Oliveira, Isadora M.; Pimenta, Daniel C.; Stefani, Helio A. published an article in 2020, the title of the article was Palladium-Catalyzed Thio- and Selenocarbonylation of 2-Iodoglycals.SDS of cas: 2873-29-2 And the article contains the following content:

The carbonylative cross-coupling reactions of 2-iodoglycals with thiols and selenols in the presence of molybdenum hexacarbonyl as a solid source of carbon monoxide is described. This methodol. permitted the synthesis of 29 C2-glycosides bearing thioester and selenoester functionalities in moderate to excellent yields and high functional group tolerance. Moreover, this communication describes the first catalytic carbonylative coupling reaction of selenols with a carbon electrophile. 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 glycoside thioester selenoester catalytic thiocarbonylation coupling monosaccharide, thiol iodoglycal cross coupling molybdenum hexacarbonyl carbon monoxide disaccharide, Carbohydrates: Oligosaccharides and other aspects.SDS of cas: 2873-29-2

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

Saito, Sayuri; Yamakoshi, Hiroyuki; Nakamura, Seiichi published an article in 2019, the title of the article was Second-generation synthesis of a chiral building block for oxygenated terpenoids via a ring-contractive coupling with a secondary alcohol.Application In Synthesis of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate And the article contains the following content:

A much improved second-generation synthesis of a chiral building block, developed for the syntheses of C17-oxygenated steroids/triterpenoids e.g., cortisol and C9-oxygenated labdane diterpenoids (marrubiin and marrulibacetal), was accomplished by exploiting a ring-contractive coupling between an α-bromo-δ-valerolactone (3R)/(3S)-I and (R)-seudenol, wherein the use of t-BuOK as a base allowed clean conversion to the corresponding tetrahydrofuran-2-carboxylate (2S)/(2R)-II even with a small excess of the alc. component. 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 terpenoid preparation, seudenol bromo valerolactone ring contraction coupling, Terpenes and Terpenoids: General 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 July 16, 2021, Courant, Thibaut; Gavel, Marine; Renard, Romain M. Q.; Gandon, Vincent; Joosten, Antoine Y. P.; Lecourt, Thomas 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 Zirconium-Catalyzed Hydroalumination of C=O Bonds: Site-Selective De-O-acetylation of Peracetylated Compounds and Mechanistic Insights. And the article contained the following:

An unprecedented hydroalumination of C = O bonds catalyzed by zirconocene dichloride is reported herein and applied to the site-selective deprotection of peracetylated functional substrates. A mixed metal hydride, with 1:1 zirconium/aluminum stoichiometry, is also shown to be the reductive species. A catalytic cycle is finally proposed for this transformation with no precedent in the field of zirconium catalysis. 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 peracetylated compound zirconium dibal deacetylation catalyst, alc preparation, Carbohydrates: Monosaccharides, Glycals 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 31, 2022, Monasson, Olivier; Malinowski, Maciej; Lubin-Germain, Nadege; Ferry, Angelique published an article.Name: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate The title of the article was Hirao Cross-Coupling Reaction as an Efficient Tool to Build Non-natural C2-Phosphonylated Sugars. And the article contained the following:

A range of C2-phosphonylated sugars have been accessed through a palladium-catalyzed Hirao cross-coupling on 2-iodoglycals using trialkylphosphites as phosphorylating reagents. The developed conditions led to the creation of an unnatural C-P bond on sugars and proved to be compatible with diversely protected glycals (acetyl-, benzyl-, PMB-protected) as well as with unprotected substrates. Several monosaccharides and one disaccharide have been synthesized by applying this methodol. Deprotection conditions are 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).Name: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to phosphorylation alkylphosphite glycal disaccharide monosaccharide preparation, monosaccharide disaccharide synthesis palladium catalyzed hirao cross coupling iodoglycal, Carbohydrates: Monosaccharides, Glycals and other aspects.Name: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

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

On October 25, 2020, St-Gelais, Jacob; Cote, Emilie; Laine, Danny; Johnson, Paul A.; Giguere, Denis published an article.Product Details of 2873-29-2 The title of the article was Addressing the Structural Complexity of Fluorinated Glucose Analogues: Insight into Lipophilicities and Solvation Effects. And the article contained the following:

In this work, we synthesized all mono-, di-, and trifluorinated glucopyranose analogs at positions C-2, C-3, C-4, and C-6. This systematic investigation allowed us to perform direct comparison of 19F resonances of fluorinated glucose analogs and also to determine their lipophilicities. Compounds with a fluorine atom at C-6 are usually the most hydrophilic, whereas those with vicinal polyfluorinated motifs are the most lipophilic. Finally, the solvation energies of fluorinated glucose analogs were assessed for the first time by using d. functional theory. This method allowed the log P prediction of fluoroglucose analogs, which was comparable to the C log P values obtained from various web-based programs. 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 polyfluoro glucose preparation lipophilicity solvation effect, density functional theory, fluorine, glucopyranoses, lipophilicity, solvation energies, Carbohydrates: Monosaccharides, Glycals and other aspects.Product Details of 2873-29-2

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

On November 19, 2021, Liu, Miao; Luo, Zhao-Xiang; Li, Tian; Xiong, De-Cai; Ye, Xin-Shan published an article.SDS of cas: 2873-29-2 The title of the article was Electrochemical Trifluoromethylation of Glycals. And the article contained the following:

Carbohydrates play essential roles in various physiol. and pathol. processes. Trifluoromethylated compounds have wide applications in the field of medicinal chem. Herein, we report a practical and efficient trifluoromethylation of glycals by an electrochem. approach using CF3SO2Na as the trifluoromethyl source and MnBr2 as the redox mediator. A variety of trifluoromethylated glycals bearing different protective groups are obtained in 60-90% yields with high regioselectivity. The successful capture of a CF3 radical indicates that a radical mechanism is involved in this reaction. 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 protective group fluoromethylation glycal catalyst electrochem redox, Carbohydrates: Monosaccharides, Glycals and other aspects.SDS of cas: 2873-29-2

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