Category: 4098-06-0

Kumar, Harikesh; Dubey, Atul; Prajapati, Gurudayal; Kant, Ruchir; Ampapathi, Ravi S.; Mandal, Pintu Kumar published the artcile< Regioselective direct sulfenylation of glycals using arylsulfonyl chlorides in the presence of triphenylphosphine: access to C2-thioaryl glycosides>, Safety of (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate, the main research area is regioselective sulfenylation glycal arylsulfonyl chloride phenylphosphine aryl thioglycoside; crystal structure transition state glycal monosaccharide preparation thioaryl glycoside.

Direct triphenylphosphine-mediated regioselective sulfenylation of glycals by using various cheap and easily available aryl sulfonyl chlorides as a sulfur source to generate different C2-S-aryl-glycosides was developed. Notably, the features of this protocol offer a milder and easier operational procedure, and broad substrate scope with complete regioselectivity at C-2. Experiments and DFT calculations supported the proposed mechanism and regioselectivity for the formation of C2-S-aryl-glycosides.

New Journal of Chemistry published new progress about Crystal structure. 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

Chennaiah, Ande; Vankar, Yashwant D. published the artcile< One-Step TEMPO-Catalyzed and Water-Mediated Stereoselective Conversion of Glycals into 2-Azido-2-deoxysugars with a PIFA-Trimethylsilyl Azide Reagent System>, Synthetic Route of 4098-06-0, the main research area is protecting group disaccharide crystal structure trisaccharide monosaccharide azidolysis antibody; phase transfer catalyst azidodeoxy monosaccharide glycal tempo catalyzed preparation.

An unprecedented water-mediated and TEMPO-catalyzed, one-step, highly regiospecific and stereoselective functionalization of glycals to 2-azido-2-deoxysugars has been developed using a PIFA-Me3SiN3 reagent system in the presence of Bu4NHSO4 as a phase-transfer catalyst. The method is metal-free, proceeds under mild reaction conditions, and tolerates a variety of protecting groups. Using this method, the synthesis of an important trisaccharide unit bound by the monoclonal anti-I Ma antibody has also been demonstrated.

Organic Letters published new progress about Azidation. 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

Bhaumik, Atanu; Peterson, Gregory I.; Kang, Cheol; Choi, Tae-Lim published the artcile< Controlled Living Cascade Polymerization To Make Fully Degradable Sugar-Based Polymers from D-Glucose and D-Galactose>, Reference of 4098-06-0, the main research area is degradable monosaccharide polymer cascade polymerization synthesis.

Monomers derived from glucose and galactose, which contain an endocyclic alkene (in the sugar ring) and a terminal alkyne, underwent a cascade polymerization to prepare new polymers with the ring-opened sugar incorporated into the polymer backbone. Polymerizations were well-controlled, as demonstrated by a linear increase in mol. weight with monomer-to-initiator ratio and generally narrow mol. weight dispersity values. The living nature of the polymerization was supported by the preparation of a block copolymer from two different sugar-based monomers. The resulting polymers were also fully degradable. They underwent fast and complete depolymerization to small mols. under acidic conditions.

Journal of the American Chemical Society published new progress about Carbohydrates Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (polymers). 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

Hong, Dan-Yan; Liu, Yungen; Wu, Liangliang; Lo, Vanessa Kar-Yan; Toy, Patrick H.; Law, Siu-Man; Huang, Jie-Sheng; Che, Chi-Ming published the artcile< RuV-Acylimido Intermediate in [Ru(IV)(Por)Cl2]-Catalyzed C-N Bond Formation: Spectroscopic Characterization, Reactivity, and Catalytic Reactions>, Name: (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate, the main research area is ruthenium catalyzed acylnitrene transfer organic substrate alkene; aryl indolylamide preparation crystal structure; mol structure aryl indolylamide; C鈭扤 bond formation; RuV-imido complex; acylnitrene transfer; porphyrinoids; ruthenium.

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, 伪-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.

Angewandte Chemie, International Edition published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Nowacki, Andrzej; Liberek, Beata published the artcile< Comparative conformational studies of 3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxyhex-1-enitols at the DFT level>, Product Details of C12H16O7, the main research area is conformation triacetylanhydro deoxyhexenitols DFT calculation; Allylic effect; B3LYP; Conformation; Glycal; M06鈥?X; Quasi 1,3-diaxial interactions; Vinylogous anomeric effect.

B3LYP and M06-2X optimization and MP2 single point calculations are reported for the 4H5 and 5H4 conformations of 3,4,6-tri-O-acetyl-D-allal, 3,4,6-tri-O-acetyl-D-galactal, 3,4,6-tri-O-acetyl-D-glucal, and 3,4,6-tri-O-acetyl-D-gulal. Significant discrepancies in predictions of relative energies and conformers’ population for B3LYP and M06-2X optimized geometries are observed Generally, B3LYP overestimates the conformers’ energies with respect to MP2, whereas M06-2X slightly underestimates the conformers’ energies. B3LYP failed to estimate the 4H5鈬?H4 conformational equilibrium for 3,4,6-tri-O-acetyl-D-galactal and 3,4,6-tri-O-acetyl-D-glucal. The M06-2X functional showed good agreement with exptl. results for all glycals studied. The 4H5鈬?H4 conformational equilibrium for 3,4,6-tri-O-acetyl-D-allal and 3,4,6-tri-O-acetyl-D-gulal is governed by the vinylogous anomeric effect (VAE), whereas competition between the VAE and quasi 1,3-diaxial interactions influence this equilibrium for 3,4,6-tri-O-acetyl-D-galactal and 3,4,6-tri-O-acetyl-D-glucal. The orientation of the 4-OAc group influences the strength of the quasi 1,3-diaxial interactions between the 3-OAc and 5-CH2OAc groups. AIM anal. shows weak bonding interaction between the 3-OAc and 5-CH2OAc groups.

Carbohydrate Research published new progress about Conformational free energy. 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

Mabit, Thibaud; Siard, Aymeric; Legros, Frederic; Guillarme, Stephane; Martel, Arnaud; Lebreton, Jacques; Carreaux, Francois; Dujardin, Gilles; Collet, Sylvain published the artcile< Stereospecific C-Glycosylation by Mizoroki-Heck Reaction: A Powerful and Easy-to-Set-Up Synthetic Tool to Access α- and β-Aryl-C-Glycosides>, Quality Control of 4098-06-0, the main research area is transition state palladium glycal crystal structure; cross coupling aryl C glycoside synthesis glycosylation Mizoroki Heck; C-glycosides; Mizoroki-Heck reaction; cross-coupling; α-glycosylation; β-glycosylation.

A stereospecific Mizoroki-Heck cross-coupling of differently substituted glycals with haloarenes resulting in the exclusive formation of either α- or β-aryl-C-glycosides depending solely on the configuration at C3 was achieved. The reaction was easy to set up because no specific precautions were required concerning moisture or oxygen, and it proceeded by a chirality transfer from C3 to C1. After optimization of cross-coupling conditions, various prepared glycals (7 examples) and arenes (10 examples) were tested, leading stereospecifically to the corresponding aryl-C-glycosides with a carbonyl group at C3, thus opening up new horizons for the total synthesis of glycosylated natural products.

Chemistry – A European Journal published new progress about C-Glycosides, aryl 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, Quality Control of 4098-06-0.

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

Kumar, Manoj; Reddy, Thurpu Raghavender; Gurawa, Aakanksha; Kashyap, Sudhir published the artcile< Copper(II)-catalyzed stereoselective 1,2-addition vs. Ferrier glycosylation of ""armed"" and ""disarmed"" glycal donors>, Category: esters-buliding-blocks, the main research area is trisaccharide stereoselective addition copper catalyzed glycoconjugate glycal nucleoside; amino acid glycoside preparation stereoselective glycosylation Ferrier glycal alc.

Selective activation of “”armed’ and ”disarmed”” glycal donors enabling the stereo-controlled glycosylations by employing Cu(II)-catalyst as the promoter has been realized. The distinctive stereochem. outcome in the process is mainly influenced by the presence of diverse protecting groups on the donor and the solvent system employed. The protocol is compatible with a variety of aglycons including carbohydrates, amino acids, and natural products to access deoxy-glycosides and glycoconjugates with high α-anomeric selectivity. Notably, the synthetic practicality of the method is amply verified for the stereoselective assembling of trisaccharides comprising 2-deoxy components. Mechanistic studies involving deuterated experiments validate the syn-diastereoselective 1,2-addition of acceptors on the double bond of armed donors.

Organic & Biomolecular Chemistry published new progress about Addition reaction catalysts, stereoselective. 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

De Joarder, Dripta; Gayen, Subrata; Sarkar, Rajarshi; Bhattacharya, Rajarshi; Roy, Sima; Maiti, Dilip K. published the artcile< (Ar-tpy)RuII(ACN)3: A Water-Soluble Catalyst for Aldehyde Amidation, Olefin Oxo-Scissoring, and Alkyne Oxygenation>, Application In Synthesis of 4098-06-0, the main research area is aldehyde amidation olefin scissoring alkyne oxygenation ruthenium catalyst water.

The synthetic chemists always look for developing new catalysts, sustainable catalysis, and their applications in various organic transformations. Herein, the authors report a new class of water-soluble complexes, (Ar-tpy)RuII(ACN)3, using designed terpyridines possessing electron-donating and -withdrawing aromatic residues for tuning the catalytic activity of the Ru(II) complex. These complexes displayed excellent catalytic activity for several oxidative organic transformations including late-stage C-H functionalization of aldehydes with NH2OR to valuable primary amides in nonconventional aqueous media with excellent yield. Its diverse catalytic power was established for direct oxo-scissoring of a wide range of alkenes to furnish aldehydes and/or ketones in high yield using a low catalyst loading in the water. Its smart catalytic activity under mild conditions was validated for dioxygenation of alkynes to highly demanding labile synthons, 1,2-diketones, and/or acids. This general and sustainable catalysis was successfully employed on sugar-based substrates to obtain the chiral amides, aldehydes, and labile 1,2-diketones. The catalyst is recovered and reused with a moderate turnover. The proposed mechanistic pathway is supported by isolation of the intermediates and their characterization. This multifaceted sustainable catalysis is a unique tool, especially for late-stage functionalization, to furnish the targeted compounds through frequently used amidation and oxygenation processes in the academia and industry.

Journal of Organic Chemistry published new progress about Addition reaction catalysts (oxygenation catalysts). 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

Kelley, Elizabeth H.; Jamison, Timothy F. published the artcile< Synthesis of the EFG Framework of Tamulamides A and B>, Recommanded Product: (2R,3R,4R)-2-(Acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate, the main research area is tamulamide A B EFG ring system synthesis reductive etherification.

Synthesis of the fused polycyclic ether motif comprising the EFG rings of the marine ladder polyethers tamulamides A and B has been achieved via two different etherification strategies. Ultimately, a reductive etherification approach proved most successful due to tolerance of the G ring substitution and provided the EFG 6,7,6 ring system I in 58% yield.

Organic Letters published new progress about Etherification (reductive). 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

Hussain, Nazar; Babu Tatina, Madhu; Mukherjee, Debaraj published the artcile< Cross dehydrogenative coupling of sugar enol ethers with terminal alkenes in the synthesis of pseudo-disaccharides, chiral oxadecalins and a conjugated triene>, Synthetic Route of 4098-06-0, the main research area is Diels Alder cycloaddition oxadecalin stereoselective dehydrogenative coupling disaccharide; maleic anhydride cycloaddition oxadecalin stereoselective dehydrogenative coupling disaccharide preparation; oxadecalin disaccharide dehydrogenative stereoselective coupling alkene triene.

An efficient strategy for the synthesis of C-2 and C-3 branched sugar dienes via cross dehydrogenative coupling of sugar enol ethers with terminal alkenes was developed. Both pyran and furan based enol ethers coupled smoothly with electron rich as well as deficient alkene sources yielding sugar dienes with complete E-stereoselectivity. This coupling reaction was applied successfully for the synthesis of orthogonally protected pseudo-C-saccharides as an alternative to olefin metathesis. Substrate scope was further enhanced by reacting exo-glycals with Me acrylate to generate C-5 branched sugars with moderate diastereoselectivity. These diene subunits were reacted with maleic anhydride under [4+2] cycloaddition conditions to generate highly functionalized chiral oxadecalin cores. Finally, utilizing this C-C bond formation, a sugar based conjugated triene was synthesized in excellent yield and selectivity.

Organic & Biomolecular Chemistry published new progress about Coupling reaction. 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