Category: 2873-29-2

On August 15, 2020, Guo, Yujing; Pei, Chao; Koenigs, Rene M. published an article.Product Details of 2873-29-2 The title of the article was Substrate-Controlled Cyclopropanation Reactions of Glycals with Aryl Diazoacetates. And the article contained the following:

Cyclopropanation reactions of D-glucal and D-galactal derivatives with aryldiazoacetates can be conducted in a substrate-controlled, stereoselective fashion using simple Rh(II) catalysts, which is further supported by DFT studies. Following this methodol., sugar-derived, donor-acceptor cyclopropanes can be accessed that allow stereoselective O-glycosylation 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).Product Details of 2873-29-2

The Article related to transition state cyclopropanation glucal diazoalkane dft aryl diazoacetate, rhodium catalyst cyclopropane stereoselective glycosylation glycoside carboxylate preparation, stereoselective glycosylation cyclopropanation galactal aryldiazoacetate glucal catalyst and other aspects.Product Details of 2873-29-2

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

Liu, Miao; Liu, Kai-Meng; Xiong, De-Cai; Zhang, Hanyu; Li, Tian; Li, Bohan; Qin, Xianjin; Bai, Jinhe; Ye, Xin-Shan published an article in 2020, the title of the article was Stereoselective Electro-2-deoxyglycosylation from Glycals.Electric Literature of 2873-29-2 And the article contains the following content:

We report a novel and highly stereoselective electro-2-deoxyglycosylation from glycals. This method features excellent stereoselectivity, scope, and functional-group tolerance. This process can also be applied to the modification of a wide range of natural products and drugs. Furthermore, a scalable synthesis of glycosylated podophyllotoxin and a one-pot trisaccharide synthesis through iterative electro-glycosylation were achieved. 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 nucleoside stereoselective glycosylation glycal synthesis electrochem, stereoselective glycosylation glycal electrochem deoxyglycosylation podophyllotoxin trisaccharide synthesis, 2-deoxyglycosides, carbohydrates, electrocatalysis, glycals, glycosylation and other aspects.Electric Literature of 2873-29-2

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

On January 25, 2021, Bhuma, Naresh; Lebedel, Ludivine; Yamashita, Hiroki; Shimizu, Yutaka; Abada, Zahra; Arda, Ana; Desire, Jerome; Michelet, Bastien; Martin-Mingot, Agnes; Abou-Hassan, Ali; Takumi, Masahiro; Marrot, Jerome; Jimenez-Barbero, Jesus; Nagaki, Aiichiro; Bleriot, Yves; Thibaudeau, Sebastien published an article.SDS of cas: 2873-29-2 The title of the article was Insight into the Ferrier Rearrangement by Combining Flash Chemistry and Superacids. And the article contained the following:

The transformation of glycals into 2,3-unsaturated glycosyl derivatives, reported by Ferrier in 1962, is supposed to involve an α,β unsaturated glycosyl cation, an elusive ionic species that has still to be observed exptl. Herein, while combination of TfOH and flow conditions failed to observe this ionic species, its extended lifetime in superacid solutions allowed its characterization by NMR-based structural anal. supported by DFT calculations This allyloxycarbenium ion was further exploited in the Ferrier rearrangement to afford unsaturated nitrogen-containing C-aryl glycosides and C-alkyl glycosides under superacid and flow conditions, 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).SDS of cas: 2873-29-2

The Article related to pseudo glucal preparation superacid ferrier rearrangement flow microreactor, nitrogen aryl hexenopyranoside preparation superacid ferrier rearrangement flow microreactor, c-glycoside, ferrier rearrangement, glycosylation, oxycarbenium, superelectrophiles and other aspects.SDS of cas: 2873-29-2

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

On February 1, 2022, Nielsen, Michael Martin; Holmstroem, Thomas; Pedersen, Christian Marcus published an article.Recommanded Product: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate The title of the article was Stereoselective O-Glycosylations by Pyrylium Salt Organocatalysis. And the article contained the following:

Despite many years of invention, the field of carbohydrate chem. remains rather inaccessible to non-specialists, which limits the scientific impact and reach of the discoveries made in the field. Aiming to increase the availability of stereoselective glycosylation chem. for non-specialists, we have discovered that several com. available pyrylium salts catalyze stereoselective O-glycosylation of a wide range of phenols and alkyl alcs. This catalytic reaction utilizes trichloroacetimidates, an easily accessible and synthetically proven electrophile, takes place under air and only initiates when all three reagents are mixed, which should provide better reproducibility by non-specialists. The reaction exhibits varying degrees of stereospecificity, resulting in β-selective glycosylation from α-trichloroacetimidates, while an α-selective glycosylation proceeds from β-trichloroacetimidates. A mechanistic study revealed that the reaction likely proceeds via an SN2-like substitution on the protonated 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).Recommanded Product: (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to amino acid disaccharide glycoside preparation glycosylation cytotoxicity, stereoselective glycosylation catalyze organocatalysis pyrylium salt glycoside preparation chloroacetimidate, catalysis, kinetics, pyrylium, stereospecific glycosylation mechanism 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 March 16, 2020, Xie, Tao; Zheng, Chaoying; Chen, Kuanwei; He, Haibing; Gao, Shuanhu published an article.Synthetic Route of 2873-29-2 The title of the article was Asymmetric Total Synthesis of the Complex Polycyclic Xanthone FD-594. And the article contained the following:

A highly convergent approach was developed to achieve the first asym. and scalable total synthesis of FD-594, a complex polycyclic xanthone natural product from Streptomyces sp. TA-0256, in a longest linear sequence (LLS) of 20 steps. The trans-9,10-dihydrophenanthrene-9,10-diol fragment (B-C-D ring) was generated through a new strategy involving asym. dihydroxylation followed by Cu-mediated oxidative cyclization. Late-stage stereoselective glycosylation assembled the angular hexacyclic framework with a β-linked 2,6-dideoxy trisaccharide fragment. 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 polycyclic xanthone fd594 trisaccharide preparation cross coupling cyclization, crystal structure framework stereoselective glycosylation hydroxylation hydrophenanthrenediol xanthone, glycosylation, natural products, oxidative cyclization, total synthesis, xanthones and other aspects.Synthetic Route of 2873-29-2

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

On August 20, 2021, Bi, Jingjing; Tan, Qiang; Wu, Hao; Liu, Qingfeng; Zhang, Guisheng published an article.Formula: C12H16O7 The title of the article was Rhodium-Catalyzed Denitrogenative Trans-annulation of N-Sulfonyl-1,2,3-triazoles with Glycals Giving Pyrroline-Fused N-Glycosides. And the article contained the following:

Described here is a selective synthesis of 2,3-dihydropyrrole-fused N-glycosides through rhodium-catalyzed denitrogenation trans-annulation of N-sulfonyl-1,2,3-triazoles with glycals. A series of pyrroline-fused N-glycosides are afforded in moderate to excellent yields with exclusive regioselectivity and stereoselectivity. Functional application of such a resultant product by oxidative addition and epoxidation is also explored. Notably, the treatment of a pyrroline-fused N-glycoside (3a) with TMSOTf efficiently leads to an interesting unexpected C-nucleoside I via a TMSOTf-inducing ring opening/acetyl migration/ring closing reaction sequence. 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 crystal structure aminoglycoside stereoselective cyclization sulfonyl triazole glycal, stereoselective cyclization aminoglycoside preparation rhodium catalyzed sulfonyl triazole glycal, aminoglycoside preparation rhodium catalyzed annulation sulfonyl triazole pyrroline glycoside and other aspects.Formula: C12H16O7

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

On May 21, 2020, Ahadi, Somayeh; Awan, Shahid I.; Werz, Daniel B. published an article.Safety of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate The title of the article was Total Synthesis of Tri-, Hexa- and Heptasaccharidic Substructures of the O-Polysaccharide of Providencia rustigianii O34. And the article contained the following:

A general and efficient strategy for synthesis of tri-, hexa- and heptasaccharidic substructures of the lipopolysaccharide of Providencia rustigianii O34 is described. For the heptasaccharide seven different building blocks were employed. Special features of the structures are an α-linked galactosamine and the two embedded α-fucose units, which are either branched at positions-3 and -4 or further linked at their 2-position. Convergent strategies focused on [4+3], [3+4], and [4+2+1] coupling. Whereas the [4+3] and [3+4] coupling strategies failed the [4+2+1] strategy was successful. As monosaccharidic building blocks trichloroacetimidates and phosphates were employed. Global deprotection of the fully protected structures was achieved by Birch 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).Safety of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

The Article related to synthon lipopolysaccharide providencia rustigianii oligosaccharide preparation galactosamine coupling, oligosaccharide aminoglycoside preparation providencia rustigianii polysaccharide coupling birch, providencia rustigianii, fucose, glycosylation, lipopolysaccharide (lps), oligosaccharides and other aspects.Safety of (2R,3S,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate

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

On October 31, 2021, Reijneveld, Josephine F.; Marino, Laura; Cao, Thinh-Phat; Cheng, Tan-Yun; Dam, Dennis; Shahine, Adam; Witte, Martin D.; Filippov, Dmitri V.; Suliman, Sara; van der Marel, Gijsbert A.; Moody, D. Branch; Minnaard, Adriaan J.; Rossjohn, Jamie; Codee, Jeroen D. C.; Van Rhijn, Ildiko 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 Rational design of a hydrolysis-resistant mycobacterial phosphoglycolipid antigen presented by CD1c to T cells. And the article contained the following:

Whereas proteolytic cleavage is crucial for peptide presentation by classical major histocompatibility complex (MHC) proteins to T cells, glycolipids presented by CD1 mols. are typically presented in an unmodified form. However, the mycobacterial lipid antigen mannosyl-β1-phosphomycoketide (MPM) may be processed through hydrolysis in antigen presenting cells, forming mannose and phosphomycoketide (PM). To further test the hypothesis that some lipid antigens are processed, and to generate antigens that lead to defined epitopes for future tuberculosis vaccines or diagnostic tests, we aimed to create hydrolysis-resistant MPM variants that retain their antigenicity. Here, we designed and tested three different, versatile synthetic strategies to chem. stabilize MPM analogs. Crystallog. studies of CD1c complexes with these three new MPM analogs showed anchoring of the lipid tail and phosphate group that is highly comparable to nature-identical MPM, with considerable conformational flexibility for the mannose head group. MPM-3, a difluoromethylene-modified version of MPM that is resistant to hydrolysis, showed altered recognition by cells, but not by CD1c proteins, supporting the cellular antigen processing hypothesis. Furthermore, the synthetic analogs elicited T cell responses that were cross-reactive with nature-identical MPM, fulfilling important requirements for future clin. use. 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 glycoside hydrolysis resistant mycobacterial glycophospholipid phosphoglycolipid antigen antibacterial, ifn interferon human cd1c antigen vaccine immunization glycophospholipid preparation, cd1c, t-cell receptor (tcr), antigen presentation, glycolipid, lipid synthesis, protein crystallization 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

On December 17, 2021, Ofman, Tim P.; Kuellmer, Florian; van der Marel, Gijsbert A.; Codee, Jeroen D. C.; Overkleeft, Herman S. published an article.Related Products of 2873-29-2 The title of the article was An Orthogonally Protected Cyclitol for the Construction of Nigerose- and Dextran-Mimetic Cyclophellitols. And the article contained the following:

Cyclophellitols are potent inhibitors of exo- and endoglycosidases. Efficient synthetic methodologies are needed to fully capitalize on this intriguing class of mechanism-based enzyme de-activators. We report the synthesis of an orthogonally protected cyclitol from D-glucal (19% yield over 12 steps) and its use in the synthesis of α-(1,3)-linked di- and trisaccharide dextran mimetics. These new glycomimetics may find use as Dextranase inhibitors, and the developed chemistries in widening the palette of glyco-processing enzyme-targeting glycomimetics. 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 epoxidation aziridination trisaccharide dextran mimetic cyclitol nigerose cyclophellitol, oligosaccharide trisaccharide dextran cyclophellitol preparation endoglycosidase inhibitor aziridine, trisaccharide dextran cyclophellitol endoglycosidase glycomimetic dextranase inhibitor glucal cyclitol and other aspects.Related Products of 2873-29-2

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

On May 3, 2019, Bhardwaj, Monika; Rasool, Faheem; Tatina, Madhu Babu; Mukherjee, Debaraj published an article.Computed Properties of 2873-29-2 The title of the article was Construction of Fused Oxabicyclic Scaffolds from Glycals and Styrenes via One-Pot Domino Transformations. And the article contained the following:

Glycals underwent diastereoselective cascade ring opening and cyclocondensation reactions with styrenes in the presence of TfOH in CH2Cl2 to yield arylcyclopentenofurans such as I. When either benzene or toluene was used as solvent, glycals underwent diastereoselective cascade Ferrier C-glycosylation and double Friedel-Crafts reactions with styrenes in the presence of TfOH to yield arylnaphthopyrans (oxadecalins) such as II. The mechanism of the reaction of triacetoxy-D-glucal with styrene in benzene was studied by isolation of intermediates and by determination of the deuterium kinetic isotope effect which provided evidence for the C-glycosylation as the slow step in the reaction. A mechanism for the reactions is proposed. 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 arylcyclopentenofuran arylnaphthopyran diastereoselective nonracemic preparation, triflic acid catalyst ring opening cyclocondensation glycosylation styrene glycal, stereoselective tandem ring opening cyclocondensation styrene glycal dichloromethane solvent, tandem ferrier glycosylation friedel crafts reaction styrene glycal arene and other aspects.Computed Properties of 2873-29-2

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