Category: 4098-06-0

Sau, Abhijit; Williams, Ryan; Palo-Nieto, Carlos; Franconetti, Antonio; Medina, Sandra; Galan, M. Carmen published the artcile< Palladium-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals>, Safety of (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate, the main research area is palladium catalyzed stereoselective glycosylation glycoside preparation disaccharide; acetals; asymmetric catalysis; deoxyglycosides; glycosylation; palladium.

Palladium(II) in combination with a monodentate phosphine ligand enables the unprecedented direct and α-stereoselective catalytic synthesis of deoxyglycosides from glycals. Initial mechanistic studies suggest that in the presence of N-phenyl-2-(di-tert-butylphosphino)pyrrole as the ligand, the reaction proceeds via an alkoxy palladium intermediate that increases the proton acidity and oxygen nucleophilicity of the alc. The method is demonstrated with a wide range of glycal donors and acceptors, including substrates bearing alkene functionalities.

Angewandte Chemie, International Edition published new progress about Disaccharides Role: SPN (Synthetic Preparation), PREP (Preparation). 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Safety of (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate.

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

Yao, Wang; Wang, Hao; Zeng, Jing; Wan, Qian published the artcile< Practical synthesis of 2-deoxy sugars via metal free deiodination reactions>, Category: esters-buliding-blocks, the main research area is solvent effect iodination deiodination dilauroyl peroxide catalyst glycoside preparation; deoxyglycoside preparation reductive deiodination lauroyl peroxide catalyst glycoside preparation.

2-Deoxy-glycosides, in which the C-2 hydroxyl group is replaced with a hydrogen atom, are important motifs in numerous bioactive natural products and pharmaceutical mols. Herein, an improved dilauroyl peroxide-mediated radical deiodination reaction by using cyclohexane and Et acetate as co-solvent is reported. This is an environmentally benign protocol, which operates smoothly under mild conditions and allows efficient preparation of a series of 2-deoxy-glycosides in up to 98% yields.

Journal of Carbohydrate Chemistry published new progress about Deiodination. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Category: esters-buliding-blocks.

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

Rojas, A. H.; Lafuente, L.; Echeverria, G. A.; Piro, O. E.; Vetere, V.; Ponzinibbio, A. published the artcile< Synthesis and structure of novel iodinated N-glycosyl-sulfonamides through Aza-Ferrier reaction of 2-substituted glycals>, Formula: C12H16O7, the main research area is iodinated glycosyl sulfonamide preparation aza Ferrier rearrangement glycal.

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.

Tetrahedron Letters published new progress about Bond angle, torsional. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Formula: C12H16O7.

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

Palo-Nieto, Carlos; Sau, Abhijit; Williams, Ryan; Galan, M. Carmen published the artcile< Cooperative Bronsted Acid-Type Organocatalysis for the Stereoselective Synthesis of Deoxyglycosides>, Synthetic Route of 4098-06-0, the main research area is deoxyglycoside oligosaccharide stereoselective synthesis; Bronsted acid organocatalysis thiourea amplification glycal glycosylation.

A practical approach for the α-stereoselective synthesis of deoxyglycosides using cooperative Bronsted acid-type organocatalysis has been developed. The method is tolerant of a wide range of glycoside donors and acceptors, and its versatility is exempedilified in the one-pot synthesis of a trisaccharide. Mechanistic studies suggest that thiourea-induced acid amplification of the chiral acid via H-bonding is key for the enhancement in reaction rate and yield, while stereocontrol is dependent on the chirality of the acid. Thiourea-induced acid amplification.

Journal of Organic Chemistry published new progress about Bronsted acids Role: CAT (Catalyst Use), USES (Uses). 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Synthetic Route of 4098-06-0.

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

Singh, Adesh Kumar; Kandasamy, Jeyakumar published the artcile< Palladium catalyzed stereocontrolled synthesis of C-aryl glycosides using glycals and arenediazonium salts at room temperature>, Reference of 4098-06-0, the main research area is palladium catalyzed stereoselective synthesis aryl glycoside glycal arenediazonium.

A stereocontrolled synthesis of aryl-C-glycosides was achieved using glycals and aryldiazonium salts in the presence of palladium acetate. A wide range of glycals including D-glucal, D-galactal, L-rhamnal, D-xylal and D-ribal underwent C-arylation at the anomeric carbon in the presence of different aryldiazonium tetrafluoroborates and gave synthetically useful 2,3-deoxy-3-keto-α-aryl-C-glycosides in good to excellent yields. Broad substrate scope, simple operation and room temperature reactions make this protocol very attractive in organic synthesis.

Organic & Biomolecular Chemistry published new progress about Arylation catalysts, stereoselective. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Reference of 4098-06-0.

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

Liu, Miao; Luo, Zhao-Xiang; Li, Tian; Xiong, De-Cai; Ye, Xin-Shan published the artcile< Electrochemical Trifluoromethylation of Glycals>, Name: (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate, the main research area is protective group fluoromethylation glycal catalyst electrochem redox.

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.

Journal of Organic Chemistry published new progress about Glycals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Name: (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate.

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

Jovanovic, Predrag; Petkovic, Milos; Simic, Milena; Jovanovic, Milos; Tasic, Gordana; Crnogorac, Marija Djordjic; Zizak, Zeljko; Savic, Vladimir published the artcile< Stereocontrolled Synthesis of Highly Substituted trans α,β-Unsaturated Ketones with Potent Anticancer Properties from Glycals>, Quality Control of 4098-06-0, the main research area is stereocontrolled synthesis unsaturated ketone Heck ring opening glycal; anticancer unsaturated ketone.

A novel synthetic route for highly substituted conjugated ketones has been developed utilizing glycals as starting materials. The two-step process combined the Heck reaction/Lewis acid promoted ring opening to afford the products in 33-80 % overall yields and with a high level of trans stereoselectivity [e.g., I + 4-iodoanisole → II → III]. Since the products are essentially the aldols, this methodol. may be employed in some cases as an alternative synthetic route to the typical aldol condensation. Densely substituted, selectively protected conjugated ketones are synthetically attractive structures which, in our case, proved to be biol. equally appealing. Namely, they showed activity against several cancer cell lines, such as HeLa, K562, MDA-MB-453, in some instances overperforming cisplatin used as a standard

European Journal of Organic Chemistry published new progress about Antitumor agents. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Quality Control of 4098-06-0.

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

Rojas, A. H.; Lafuente, L.; Echeverria, G. A.; Piro, O. E.; Vetere, V.; Ponzinibbio, A. published the artcile< Synthesis and structure of novel iodinated N-glycosyl-sulfonamides through Aza-Ferrier reaction of 2-substituted glycals>, Formula: C12H16O7, the main research area is iodinated glycosyl sulfonamide preparation aza Ferrier rearrangement glycal.

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.

Tetrahedron Letters published new progress about Bond angle, torsional. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Formula: C12H16O7.

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

Palo-Nieto, Carlos; Sau, Abhijit; Williams, Ryan; Galan, M. Carmen published the artcile< Cooperative Bronsted Acid-Type Organocatalysis for the Stereoselective Synthesis of Deoxyglycosides>, Synthetic Route of 4098-06-0, the main research area is deoxyglycoside oligosaccharide stereoselective synthesis; Bronsted acid organocatalysis thiourea amplification glycal glycosylation.

A practical approach for the α-stereoselective synthesis of deoxyglycosides using cooperative Bronsted acid-type organocatalysis has been developed. The method is tolerant of a wide range of glycoside donors and acceptors, and its versatility is exempedilified in the one-pot synthesis of a trisaccharide. Mechanistic studies suggest that thiourea-induced acid amplification of the chiral acid via H-bonding is key for the enhancement in reaction rate and yield, while stereocontrol is dependent on the chirality of the acid. Thiourea-induced acid amplification.

Journal of Organic Chemistry published new progress about Bronsted acids Role: CAT (Catalyst Use), USES (Uses). 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Synthetic Route of 4098-06-0.

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

Singh, Adesh Kumar; Kandasamy, Jeyakumar published the artcile< Palladium catalyzed stereocontrolled synthesis of C-aryl glycosides using glycals and arenediazonium salts at room temperature>, Reference of 4098-06-0, the main research area is palladium catalyzed stereoselective synthesis aryl glycoside glycal arenediazonium.

A stereocontrolled synthesis of aryl-C-glycosides was achieved using glycals and aryldiazonium salts in the presence of palladium acetate. A wide range of glycals including D-glucal, D-galactal, L-rhamnal, D-xylal and D-ribal underwent C-arylation at the anomeric carbon in the presence of different aryldiazonium tetrafluoroborates and gave synthetically useful 2,3-deoxy-3-keto-α-aryl-C-glycosides in good to excellent yields. Broad substrate scope, simple operation and room temperature reactions make this protocol very attractive in organic synthesis.

Organic & Biomolecular Chemistry published new progress about Arylation catalysts, stereoselective. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Reference of 4098-06-0.

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