Category: 4098-06-0

Baddeley, Kate L.; Cook, Matthew J. published the artcile< A highly selective Bi(OTf)3 mediated fragmentation-contraction of �ortholactones. A facile route to functionalized �lactones>, SDS of cas: 4098-06-0, the main research area is lactone preparation pyranyl ortholactone fragmentation acetate migration ring contraction.

A very selective method for the formation of ç»?lactones from pyranyl ortholactones has been developed which occurs via a fragmentation-acetate migration-ring contraction process. The reaction is very functional group tolerant, providing functionalized ç»?lactones as a single isomeric product following the ring contraction. Mechanistic studies indicate the reaction is mediated by triflic acid liberated from Bi(OTf)3 in a slow and controlled manner providing excellent chemo and regioselectivity. We propose the triflic acid acts as both a proton and a nucleophile source with triflate anion mediating the fragmentation process.

Tetrahedron published new progress about Fragmentation reaction. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, SDS of cas: 4098-06-0.

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

Ghosh, Titli; Mukherji, Ananya; Srivastava, Hemant Kumar; Kancharla, Pavan K. published the artcile< Secondary amine salt catalyzed controlled activation of 2-deoxy sugar lactols towards浼猻elective dehydrative glycosylation>, HPLC of Formula: 4098-06-0, the main research area is glycoside preparation glycosylation catalyzed alc kinetic thermodn organocatalytic disaccharide; amine salt catalyzed deoxy sugar lactol dehydrative glycosylation.

A new organocatalytic glycosylation method exploiting the lactol functionality has been disclosed. The catalytic generation of glycosyl oxa-carbenium ions from lactols under forcible conditions via weakly Bronsted-acidic, readily available secondary amine salts affects the diastereoselective glycosylation of 2-deoxypyranoses and furanoses. This operationally simple iminium catalyzed activation of 2-deoxy hemi-acetals is a potential alternative to the existing cumbersome methods that need specialized handling. The mechanisms for this unique transformation and kinetic/thermodn. effects have been discussed based on both exptl. evidence and theor. studies.

Organic & Biomolecular Chemistry published new progress about Disaccharides 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, HPLC of Formula: 4098-06-0.

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

Palo-Nieto, Carlos; Sau, Abhijit; Galan, M. Carmen published the artcile< Gold(I)-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 deoxyglycoside stereoselective synthesis gold catalyzed hydrofunctionalization glycal enol ether; oligosaccharide stereoselective synthesis gold catalyzed hydrofunctionalization glycal enol ether; glycosyl amino acid stereoselective synthesis gold catalyzed hydrofunctionalization glycal; glycoconjugate stereoselective synthesis gold catalyzed hydrofunctionalization glycal enol ether.

Au(I) in combination with AgOTf enables the unprecedented direct and æµ?stereoselective catalytic synthesis of deoxyglycosides from glycals. Mechanistic investigations suggest that the reaction proceeds via Au(I)-catalyzed hydrofunctionalization of the enol ether glycoside. The room temperature reaction is high yielding and amenable to a wide range of glycal donors and OH nucleophiles.

Journal of the American Chemical Society published new progress about Amino acids Role: SPN (Synthetic Preparation), PREP (Preparation) (glycosyl). 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

Thiem, Joachim; Laupichler, Lothar published the artcile< Ferrier glycosylation for synthesis of O- and S-glycopeptides>, Application In Synthesis of 4098-06-0, the main research area is glycopeptide diastereoselective synthesis; Ferrier glycosylation.

Ferrier glycosylation could be employed for the syntheses of a range of unsaturated O- as well as S-glycopeptides. Thus, featuring high yields and in many cases convincing diastereomeric excesses, an efficient protocol for formation of this class of compounds was established.

Journal of Carbohydrate Chemistry published new progress about Diastereoselective synthesis. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Application In Synthesis of 4098-06-0.

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

Malinowski, Maciej; Thanh, Van Tran; de Robichon, Morgane; Lubin-Germain, Nadege; Ferry, Angelique published the artcile< Mild Palladium-Catalyzed Cyanation of Unprotected 2-Iodoglycals in Aqueous Media as Versatile Tool to Access Diverse C2-Glyco-analogs>, Electric Literature of 4098-06-0, the main research area is palladium catalyzed cyanation iodoglycal glycal.

Access to unprotected 2-cyano-glycals via a mild palladium-catalyzed cyanation of protecting groups-free 2-iodoglycals in aqueous media has been developed. Diverse glycal substrates including disaccharide-type were successfully obtained in good to excellent yields. These unprotected 2-cyano-glycal scaffolds were successfully derivatized to different C2-glyco-analogs.

Advanced Synthesis & Catalysis published new progress about Cyanation. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Electric Literature of 4098-06-0.

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

Buttar, Simran; Caine, Julia; Gone, Evelyne; Harris, Renee; Gillman, Jennifer; Atienza, Roxanne; Gupta, Ritu; Sogi, Kimberly M.; Jain, Lauren; Abascal, Nadia C.; Levine, Yetta; Repka, Lindsay M.; Rojas, Christian M. published the artcile< Glycal Metallanitrenes for 2-Amino Sugar Synthesis: Amidoglycosylation of Gulal-, Allal-, Glucal-, and Galactal 3-Carbamates>, Quality Control of 4098-06-0, the main research area is allosamidin chitinase inhibitor aziridine oxocarbenium; aziridine oxocarbenium rhodium catalyzed oxidative cyclization glycal carbamate chitinase; protecting group galactal carbamate amidoglycosylation conformational electronic factor; amidoglycosylation sugar synthesi glycal metallanitrene carbamate antibiotic.

The rhodium(II)-catalyzed oxidative cyclization of glycal 3-carbamates with in situ incorporation of an alc. nucleophile at the anomeric position provides access to a range of 2-amino sugars having 1,2-trans-2,3-cis stereochem., a structural motif present in compounds of medicinal and biol. significance such as the streptothricin group of antibiotics and the Chitinase inhibitor allosamidin. All of the diastereomeric D-glycal 3-carbamates have been investigated, revealing significant differences in anomeric stereoselectivity depending on substrate stereochem. and protecting groups. In addition, some substrates were prone to forming C3-oxidized dihydropyranone byproducts under the reaction conditions. Allal- and gulal 3-carbamates provided uniformly high stereo- and chemoselectivity, while for glucal substrates, acyclic, electron-withdrawing protecting groups at the 4O and 6O positions were required. Galactal 3-carbamates have been the most challenging substrates; formation of their amidoglycosylation products is most effective with an electron-withdrawing 6O-Ts substituent and a sterically demanding 4O-TBS group. These results suggest a mechanism whereby conformational and electronic factors determine the partitioning of an intermediate acyl nitrenoid between alkene addition, leading to amidoglycosylation, and C3-H insertion, providing the dihydropyranone byproduct. Along the amidoglycosylation pathway, high anomeric selectivity results when a glycosyl aziridine intermediate is favored over an aziridine-opened oxocarbenium donor.

Journal of Organic Chemistry published new progress about Conformation. 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

Kumar, Manoj; Gurawa, Aakanksha; Kumar, Nitin; Kashyap, Sudhir published the artcile< Bismuth-Catalyzed Stereoselective 2-Deoxyglycosylation of Disarmed/Armed Glycal Donors>, Product Details of C12H16O7, the main research area is amino acid glycoside oligosaccharide preparation stereoselective glycosylation catalyst trifluoromethylation.

Bi(OTf)3 promoted direct and highly stereoselective glycosylation of “”disarmed”” and “”armed”” glycals to synthesize 2-deoxyglycosides has been reported. The tunable and solvent-controlled chemoselective activation of deactivated glycal donors distinguishing the competitive Ferrier and 1,2-addition pathways was discovered to improve substrate scope. The practical versatility of the method has been amply demonstrated with the oligosaccharide syntheses and 2-deoxyglycosylation of high-value natural products and drugs.

Organic Letters published new progress about Amino acids 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, Product Details of C12H16O7.

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

Dash, Ashutosh K.; Madhubabu, Tatina; Yousuf, Syed Khalid; Raina, Sushil; Mukherjee, Debaraj published the artcile< One-pot Mukaiyama type carbon-Ferrier rearrangement of glycals: Application in the synthesis of chromanone 3-C-glycosides>, Recommanded Product: (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate, the main research area is Ferrier rearrangement glycal glycoside preparation Lewis catalyst stereoselective glycosylation; 2,3-Unsaturated glycosides; Acetophenones; Carbon-Ferrier rearrangement; Chromanone 3-C-glycosides; Glycopyranosides; Lewis acid.

One-pot carbon-Ferrier rearrangement of glycals with un-activated aryl Me ketones has been developed under mild Silyl triflate catalysis. Keto Me group of various aryl Me ketones without being converted into silyl enol ether could directly attack anomeric position of glycals to form keto functionalized C-glycosides in moderate to good yields with high ä¼?selectivity. The versatility of this method has been extended to the synthesis of a small library of chromanone 3-C-glycosides.

Carbohydrate Research published new progress about C-Glycosides 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, Recommanded Product: (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate.

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

Baddeley, Kate L.; Cook, Matthew J. published the artcile< A highly selective Bi(OTf)3 mediated fragmentation-contraction of �ortholactones. A facile route to functionalized �lactones>, SDS of cas: 4098-06-0, the main research area is lactone preparation pyranyl ortholactone fragmentation acetate migration ring contraction.

A very selective method for the formation of �lactones from pyranyl ortholactones has been developed which occurs via a fragmentation-acetate migration-ring contraction process. The reaction is very functional group tolerant, providing functionalized �lactones as a single isomeric product following the ring contraction. Mechanistic studies indicate the reaction is mediated by triflic acid liberated from Bi(OTf)3 in a slow and controlled manner providing excellent chemo and regioselectivity. We propose the triflic acid acts as both a proton and a nucleophile source with triflate anion mediating the fragmentation process.

Tetrahedron published new progress about Fragmentation reaction. 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, SDS of cas: 4098-06-0.

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

Ghosh, Titli; Mukherji, Ananya; Srivastava, Hemant Kumar; Kancharla, Pavan K. published the artcile< Secondary amine salt catalyzed controlled activation of 2-deoxy sugar lactols towards伪selective dehydrative glycosylation>, HPLC of Formula: 4098-06-0, the main research area is glycoside preparation glycosylation catalyzed alc kinetic thermodn organocatalytic disaccharide; amine salt catalyzed deoxy sugar lactol dehydrative glycosylation.

A new organocatalytic glycosylation method exploiting the lactol functionality has been disclosed. The catalytic generation of glycosyl oxa-carbenium ions from lactols under forcible conditions via weakly Bronsted-acidic, readily available secondary amine salts affects the diastereoselective glycosylation of 2-deoxypyranoses and furanoses. This operationally simple iminium catalyzed activation of 2-deoxy hemi-acetals is a potential alternative to the existing cumbersome methods that need specialized handling. The mechanisms for this unique transformation and kinetic/thermodn. effects have been discussed based on both exptl. evidence and theor. studies.

Organic & Biomolecular Chemistry published new progress about Disaccharides 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, HPLC of Formula: 4098-06-0.

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