Category: 2873-29-2

On March 7, 2022, Wu, Jun; Kopp, Adelina; Ackermann, Lutz published an article.Computed Properties of 2873-29-2 The title of the article was Synthesis of C-Oligosaccharides through Versatile C(sp3)-H Glycosylation of Glycosides. And the article contained the following:

C-oligosaccharides are pharmacol. relevant because they are more hydrolysis-resistant than O-oligosaccharides. Despite indisputable advances, C-oligosaccharides continue to be underdeveloped, likely due to a lack of efficient and selective strategies for the assembly of the inter-glycosidic C-C linkages. In contrast, we, herein, report a versatile and robust strategy for the synthesis of structurally complex C-oligosaccharides via catalyzed C(sp3)-H activations. Thus, a wealth of complex inter-glycosidic (2→1)- and (1→1)-C-oligosaccharides becomes readily available by palladium-catalyzed C(sp3)-H glycoside glycosylation. The isolation of key palladium cycle intermediates and experiments with isotopically-labeled compounds identified a trans-stereoselectivity for the C(sp3)-H glycosylation. The glycoside C(sp3)-H activation manifold was likewise exploited for the diversification of furanoses, pyranoses and disaccharides. 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 glycosylation glycoside disaccharide synthesis oligosaccharide palladium catalyzed stereoselective glycosylation, 2-deoxyglycosides, c(sp3)−h activation, c-disaccharide synthesis, palladium catalysis and other aspects.Computed Properties of 2873-29-2

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

On September 6, 2022, Kumar Singh, Adesh; Venkatesh, Rapelly; Kumar Kanaujiya, Vimlesh; Tiwari, Varsha; Kandasamy, Jeyakumar published an article.Electric Literature of 2873-29-2 The title of the article was Palladium-Catalyzed Reaction of Aryl Iodides and Glycal Enones: Application in the Preparation of Dapagliflozin Analogues. And the article contained the following:

An efficient approach for the preparation of C-1 aryl enones from aryl iodides and glycal enones by palladium-catalyzed cross-coupling reactions under ligand-free conditions was developed. A wide range of aryl iodides bearing electron-donating and withdrawing groups underwent oxidative C-1 arylation with galactal, glucal and rhamnal enones in the presence of Pd(OAc)2 and AgNO3 under mild conditions. The protecting groups, including benzyl, acetyl, pivaloyl, and benzoyl groups, were found to be compatible under standard reaction conditions. The developed methodol. was applied for the preparation of dapagliflozin analogs (SGLT-2 inhibitors, no biol. data). Regioselective nitration of C-1 aryl enones provides C-2 nitro aryl enones in good yields. 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 oxidative arylation protecting group sglt2 dapagliflozin, glycoside dapagliflozin analog preparation nitration regioselective cross coupling, palladium catalyzed aryl iodide glycal enone dapagliflozin analog preparation and other aspects.Electric Literature of 2873-29-2

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

On October 1, 2019, Thakur, Kratima; Khare, Naveen K. published an article.Synthetic Route of 2873-29-2 The title of the article was Synthesis of glycoconjugate mimics by ‘click chemistry’. And the article contained the following:

Stereo-defined 2-deoxy propargyl glycosides can be used for the synthesis of corresponding 1,4-disubstituted sugar derived triazoles by using only CuI and stereo-defined sugar azide derivatives The click chem. which involves copper (I) catalyzed alkyne-azide 1,3-dipolar cycloaddition, was used to prepare a library of glycoconjugates mimics. Different sugar propargyl-2-deoxy-O-α-D-glycopyranoside derivatives and β-glycopyranosyl azide derivatives were coupled using catalyst CuI to yield triazole glycoconjugates. The catalyst CuI (2.5 equivalent) in CH3CN was found to be most efficient for the synthesis of 1,4-disubstituted triazole scaffolds affording up to 94% of optimized yield and with retention of the anomeric configuration of the starting glycosides. The key feature of this methodol. is the absence of sodium L-ascorbate/ascorbic acid which is most active substrate of current research with strong potential for click reactions. In this article, the library of novel stereoselective deoxy sugar derived triazole glycoconjugates have been synthesized and structures were determined by the 1H, 13C & 2D NMR spectroscopy. 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).Synthetic Route of 2873-29-2

The Article related to click alkyne azide triazole cycloaddition catalyst preparation, triazole glycoconjugate preparation stereoselective library mol structure, 1,3-dipolar cycloaddition, click reaction, cui, glycoconjugates, stereoselectivity and other aspects.Synthetic Route of 2873-29-2

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

Winterson, Bethan; Rennigholtz, Tim; Wirth, Thomas published an article in 2021, the title of the article was Flow electrochemistry: a safe tool for fluorine chemistry.Recommanded Product: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate And the article contains the following content:

A scalable, versatile and safe electrochem. fluorination protocol was conferred and strategy proceeded through a transient (difluoroiodo)arene, generated by anodic oxidation of an iodoarene mediator. Even the isolation of iodine(III) difluorides was facile since electrolysis was performed in the absence of other reagents. A broad range of hypervalent iodine mediated reactions afforded 5-(fluoromethyl)-aryl-oxazolines [R = Ph, 2-furanyl, 4-MeOC6H4, etc.], ((2,3-difluoropropoxy)methyl)-aromatic compounds [R1 = Ph, 2-MeC6H4, 4-FC6H4, etc.; R2 = H, Me] and some fluoro compounds R3-F [R3 = 1,3-diphenylpropanyl-1,3-dione, 1-phenyl-1-propanone, 3-phenyldihydrofuran-2(3H)-one, etc.] in high yields by coupling the electrolysis step with downstream reactions in flow, surpassing limitations of batch chem. (Difluoroiodo)arenes were toxic and suffered from chem. instability, so the uninterrupted generation and immediate use in flow was highly advantageous. High flow rates facilitated productivities of up to 834 mg h-1 with vastly reduced reaction times. Integration into a fully automated machine and in-line quenching was key in reducing the hazards surrounding the use of hydrofluoric acid. 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).Recommanded Product: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to fluoro compound preparation, allyl amide electrochem fluorination hypervalent iodine mediated, alc allyl electrochem fluorination hypervalent iodine mediated, carbonyl compound electrochem fluorination hypervalent iodine mediated and other aspects.Recommanded Product: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

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

On August 16, 2021, Hong, Dan-Yan; Liu, Yungen; Wu, Liangliang; Lo, Vanessa Kar-Yan; Toy, Patrick H.; Law, Siu-Man; Huang, Jie-Sheng; Che, Chi-Ming published an article.COA of Formula: C12H16O7 The title of the article was RuV-Acylimido Intermediate in [Ru(IV)(Por)Cl2]-Catalyzed C-N Bond Formation: Spectroscopic Characterization, Reactivity, and Catalytic Reactions. And the article contained the following:

Metal-catalyzed C-N bond formation reactions via acylnitrene transfer have recently attracted much attention, but direct detection of the proposed acylnitrenoid/acylimido M(NCOR) (R = aryl or alkyl) species in these reactions poses a formidable challenge. Herein, the authors report on Ru(NCOR) intermediates in C-N bond formation catalyzed by [Ru(IV)(Por)Cl2]/N3COR, a catalytic method applicable to aziridine/oxazoline formation from alkenes, amination of substituted indoles, α-amino ketone formation from silyl enol ethers, amination of C(sp3)-H bonds, and functionalization of natural products and carbohydrate derivatives (up to 99% yield). Exptl. studies, including HR-ESI-MS and EPR measurements, coupled with DFT calculations, lend evidence for the formulation of the Ru(NCOR) acylnitrenoids as a Ru(V)-imido species. 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 ruthenium catalyzed acylnitrene transfer organic substrate alkene, aryl indolylamide preparation crystal structure, mol structure aryl indolylamide, c−n bond formation, ruv-imido complex, acylnitrene transfer, porphyrinoids, ruthenium and other aspects.COA of Formula: C12H16O7

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

On December 3, 2021, Li, Jiagen; Wang, Ming; Jiang, Xuefeng published an article.Electric Literature of 2873-29-2 The title of the article was Diastereoselective Synthesis of Thioglycosides via Pd-Catalyzed Allylic Rearrangement. And the article contained the following:

Stereoselective glycosylation is challenging in carbohydrate chem. Herein, stereoselective thioglycosylation of glycals via palladium-catalyzed allylic rearrangement yields various substituents on α-isomer thioglycosides. Two comprehensive series of aryl and benzyl thioglycosides were obtained via a combination of thiosulfates with glycals derived from glucose, arabinose, galactose, and rhamnose. Furthermore, diosgenyl α-L-rhamnoside and isoquercitrin achieved selectivity via stereospecific [2,3]-sigma rearrangements of α-sulfoxide-rhamnoside and α-sulfoxide-glucoside, resp. 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 diosgenyl rhamnoside isoquercitrin rearrangement sulfoxide rhamnoside glucoside, stereoselective glycosylation thioglycosylation thioglycoside thiosulfate glycal, crystal structure stereoselective allylic rearrangement palladium catalyzed and other aspects.Electric Literature of 2873-29-2

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

On November 25, 2021, Fomitskaya, Polina A.; Argunov, Dmitry A.; Tsvetkov, Yury E.; Lalov, Andrey V.; Ustyuzhanina, Nadezhda E.; Nifantiev, Nikolay E. published an article.Synthetic Route of 2873-29-2 The title of the article was Further Investigation of the 2-Azido-phenylselenylation of Glycals. And the article contained the following:

Derivatives of 2-azido-2-deoxy sugars are widely applied as precursor of 2-amino-2-deoxy sugars in the synthesis of various oligosaccharides of bacterial, fungal and mammalian origin. Heterogeneous or homogeneous azidophenylselenylation (APS) of glycals, i. e., reaction of glycals with Ph2Se2, PhI(OAc)2 and NaN3 or TMSN3 as azide radical donors, is a straightforward way to Ph 2-azido-2-deoxy-1-selenoglycosides that can be directly used as glycosyl donors. However, heterogeneous APS is characterized by insufficient reproducibility and scalability. We have studied the effect of reaction conditions on the product distribution in heterogeneous APS of 3,4,6-tri-O-acetyl-D-galactal and found the conditions that enabled reliable preparation of crystalline Ph 2-azido-2-deoxy-1-seleno-α-D-galactopyranoside triacetate in yield of 58% on the 3.7 mmol scale. APS of 3,4,6-tri-O-acetyl-D-glucal under those conditions produced a ∼1 : 1 mixture of Ph 2-azido-2-deoxy-1-seleno-α-D-gluco- and mannopyranosides in total yield of 78%. Acetoxyphenylselenylation of differently protected galactals and 3,4,6-tri-O-acetyl-D-glucal under the action of Ph2Se2 and PhI(OAc)2 has been shown to be a convenient method for the synthesis of 1-O-acetyl-2-seleno-2-deoxy derivatives, valuable intermediates in chem. of 2-deoxysugars. 2-Seleno-2-deoxy sugars were characterized in detail by NMR data including 77Se chem. shifts and nJSe-H coupling constant values. 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).Synthetic Route of 2873-29-2

The Article related to oligosaccharide aminodeoxy sugar azidodeoxy bacterial synthon stereoselective azidophenylselenylation glycal, crystal structure azidophenylselenylation glycal mannopyranoside azidodeoxyseleno glycoside preparation acetoxyphenylselenylation and other aspects.Synthetic Route of 2873-29-2

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

Dabrowska, Aleksandra M.; Barabas, Anna; Sikorski, Artur; Wera, Michal; Brzeski, Jakub; Domzalska, Marta; Chylewska, Agnieszka published an article in 2021, the title of the article was t-Butyl 3-azido- and 3-amino-2,3-dideoxy-α-D-arabino-hexopyranosides: a concise protocol of structural and chemical profiles to identify metal ion binding modes.Related Products of 2873-29-2 And the article contains the following content:

The metal cations-polysaccharides complexes play crucial roles in the process of immune cell recognitions. Here, the authors create simpler biomimetic ligands, which emulate binding of carbohydrates in living organisms. The authors present a detailed study on the interactions of Cu2+, Ni2+ and VO2+ ions with t-Bu 3-azido- and 3-amino-2,3-dideoxy-α-D-arabino-hexopyranosides. NMR, IR and UV-visible spectroscopies as well as single crystal x-ray diffraction were used for the ligand structure determinations and showed their binding affinity of ions selected. The formation of stable complexes of Cu(II), Ni(II), VO(IV) ions and saccharides with 1:1, 1:2 and 1:3 molar ratios was proved. The coordination sites proposed are N-donor (amino or azido groups), O-donor (hydroxyl group) and endo-oxygen atoms. Addnl., parameters like shape, charge d. distribution, and sites of chem. reactivity of the sugars studied were obtained by mapping electron d. isosurface with electrostatic potential (MESP). 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).Related Products of 2873-29-2

The Article related to preparation transition metal tertbutylazidodideoxy arabinohexopyranoside complex, crystal mol structure tertbutylazidodideoxy alpha arabinohexopyranoside compound, stability constant transition metal tertbutylazidodideoxy arabinohexopyranoside compound and other aspects.Related Products of 2873-29-2

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

On August 31, 2020, Thakur, Kratima; Khare, Naveen K. published an article.Quality Control of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate The title of the article was Copper mediated A3-coupling reaction for the preparation of enantioselective deoxy sugar based chiral propargylamine using bifunctional ligand L-proline. And the article contained the following:

An efficient three component coupling of aromatic aldehyde, deoxy sugar based alkyne (α-2-deoxy propargyl glycoside) and heterocyclic amine have been refluxed to synthesize stereoselective chiral propargylamine with good to excellent yield using only CuI catalyst along with bifunctional ligand L-proline. This method has proved to be applicable in wide range of substrates and found highly enantioselective with respect to earlier reported methods. In addition, L-proline was found as a chiral source which demonstrated that it could be developed as a highly enantioselective method for the construction of deoxy sugar based chiral propargylamine. The ligand L-proline was used for the first time in enantioselective A3-coupling reaction of α-2-deoxy propargyl glycosides involving substituted aromatic aldehyde and heterocyclic amines. Herein, we have synthesized 15 novel compounds based on A3-coupling reaction and structures of all the enantioselective compounds were characterized by TLC and NMR spectroscopy. 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).Quality Control of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to glycoside propargylamine proline copper catalyst coupling preparation aldehyde, copper catalyst coupling preparation enantioselective deoxy sugar propargylamine proline, a(3)-coupling reaction, c–h bond activation, enantioselectivity, propargylamines, l-proline and other aspects.Quality Control 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 31, 2022, Saima, Yasmin; Khamarui, Saikat published an article.Formula: C12H16O7 The title of the article was MnVI-NP-Catalyzed Generation of Nitrile Oxides: Easy Access to Isoxazolines and Isoxazoles via Stereoselective 1,3-Dipolar Cycloaddition Reactions. And the article contained the following:

The versatility and effectiveness of Mn(VI)-nanoparticles as a catalyst is examined for the generation of nitrile oxides from aldoximes and subsequent 1,3-dipolar cycloaddition reactions. This synthetic protocol features fast reaction convergence under benign reaction conditions, operational simplicity, and the use of inexpensive precursors; it avoids the use of acids or bases. The strategy offers excellent chemo-, regio-, and diastereoselectivity in the 1,3-dipolar cycloaddition reaction of in situ-generated nitrile oxides with alkenes and alkynes. 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).Formula: C12H16O7

The Article related to aldoxime alkene manganese catalyst chemoselective regioselective diastereoselective dipolar cycloaddition, isoxazole preparation, alkyne aldoxime manganese catalyst chemoselective regioselective diastereoselective dipolar cycloaddition, isoxazoline preparation and other aspects.Formula: C12H16O7

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