Category: 4064-06-6

Tang, Yu; Reddy, D. Prabhakar; Yu, Biao published the artcile< A dehydrative glycosylation protocol mediated by nonafluorobutanesulfonyl fluoride (NfF)>, HPLC of Formula: 4064-06-6, the main research area is stereoselective glycosylation catalyst nonafluorobutanesulfonyl fluoride dehydrative disaccharide glycoside preparation.

A new dehydrative glycosylation protocol that proceeds through selective activation of glycosyl hemiacetals with nonafluorobutanesulfonyl fluoride (NfF) has been disclosed. Contrary to the major classical glycosylation reactions that proceed under acidic or neutral conditions, the present glycosylation reaction proceeds under mild basic conditions. In the absence of an external acceptor, self-condensation of the glycosyl hemiacetal occurs, providing the corresponding sym. 1,1′-disaccharides in high yields.

Tetrahedron published new progress about Disaccharides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, HPLC of Formula: 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Jiao; Yin, Shan; Wang, Haimei; Li, Hongfang; Ni, Guanghui published the artcile< A visible light promoted O-glycosylation with glycosyl trichloroacetimidates using eosin Y as an organo photoacid>, Quality Control of 4064-06-6, the main research area is photoacid catalyzed glycosylation glycosyl trichloroacetimidate fluorescein bromofluorescein irradiation glycoside; O-Glycosylation; Photoacid catalysis; Visible light photocatalysis.

A photoacid catalyzed O-glycosylation of alcs. with glycosyl trichloroacetimidates in the presence of com. available phenolic photoacids, fluorescein, 4′,5′-dibromo-fluorescein, and eosin Y under visible light irradiation by blue LEDs was developed. The method is operationally simple without neutralization and proceeds at room temperature

Carbohydrate Research published new progress about Glycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Quality Control of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Xianyang; Wang, Peng; Li, Dongwei; Li, Ming published the artcile< 2,4-Dinitrobenzenesulfonamide-Directed SN2-Type Displacement Reaction Enables Synthesis of β-D-Glycosaminosides>, Computed Properties of 4064-06-6, the main research area is nitrobenzenesulfonamide nucleophilic substitution glycosaminoside synthesis glycosylation synthon; Neisseria meningitidis capsular polysaccharide oligosaccharide glycosylation synthesis aminoglycoside glycosaminoside.

An efficient protocol to construct β-D-gluco-/galactosaminosyl linkages was established using nonparticipating and strong electron-withdrawing C-2-2,4-dinitrobenzenesulfonamide (DNsNH)-directed SN2-like glycosylation of glycosyl ortho-hexynylbenzoates. The reaction is applicable to a wide range of O-, N-, and C-nucleophiles and features convenient conversion of DNsNH into AcNH in high yield under mild conditions. Oligomerization-ready trisaccharide, composed of β-D-(1→3)-glucosamino residues, has been achieved, setting a solid foundation for the synthesis of oligosaccharides associated with Neisseria meningitidis capsular polysaccharide.

Organic Letters published new progress about Aminoglycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Computed Properties of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sau, Abhijit; Palo-Nieto, Carlos; Galan, M. Carmen published the artcile< Substrate-Controlled Direct α-Stereoselective Synthesis of Deoxyglycosides from Glycals Using B(C6F5)3 as Catalyst>, Related Products of 4064-06-6, the main research area is stereoselective glycosylation catalyst boron glycal disaccharide.

B(C6F5)3 enables the metal-free unprecedented substrate-controlled directαstereoselective synthesis of deoxyglycosides from glycals. 2,3-UnsaturatedαO-glycoside products are obtained with deactivated glycals at 75 degrees C in the presence of the catalyst, while 2-deoxyglycosides are formed using activated glycals that bear no leaving group at C-3 at lower temperatures The reaction proceeds in good to excellent yields via concomitant borane activation of glycal donor and nucleophile acceptor. The method is exemplified with the synthesis of a series of rare and biol. relevant oligosaccharide analogs.

Journal of Organic Chemistry published new progress about 4064-06-6. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Related Products of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Upadhyaya, Kapil; Bagul, Rahul S.; Crich, David published the artcile< Influence of Configuration at the 4- and 6-Positions on the Conformation and Anomeric Reactivity and Selectivity of 7-Deoxyheptopyranosyl Donors: Discovery of a Highly Equatorially Selective L-glycero-D-gluco-Heptopyranosyl Donor>, Formula: C12H20O6, the main research area is structure property stereoselective glycosylation glycoside disaccharide preparation; nucleophilic substitution hydrogen bonding glycosyl triflate neuraminic ulosonic acid; stereoselective glycosylation glycoside preparation configuration conformation deoxyheptopyranosyl disaccharide NMR.

The preparation of four per-O-benzyl-D- or L-glycero-D-galacto and D- or L-glycero-D-gluco heptopyranosyl sulfoxides and the influence of their side-chain conformations on reactivity and stereoselectivity in glycosylation reactions are described. The side-chain conformation in these donors is determined by the relative configuration of its point of attachment to the pyranoside ring and the two flanking centers in agreement with a recent model. In the D- and L-glycero-D-galacto glycosyl donors, the D-glycero-D-galacto isomer with the more electron-withdrawing trans,gauche conformation of its side chain was the more equatorially selective isomer. In the D- and L-glycero-D-gluco glycosyl donors, the L-glycero-D-gluco isomer with the least disarming gauche-gauche side-chain conformation was the most equatorially selective donor. Variable temperature NMR studies, while supporting the formation of intermediate glycosyl triflates at -80°C in all cases, were inconclusive owing to a change in the decomposition mechanism with the change in configuration. It is suggested that the equatorial selectivity of the L-glycero-D-gluco isomer arises from H-bonding between the glycosyl acceptor and O6 of the donor, which is poised to deliver the acceptor anti-periplanar to the glycosyl triflate, resulting in a high degree of SN2 character in the displacement reaction.

Journal of Organic Chemistry published new progress about Conformation. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Formula: C12H20O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Hui; Zhou, Si-Yu; Wen, Guo-En; Liu, Xu-Xue; Liu, De-Yong; Zhang, Qing-Ju; Schmidt, Richard R.; Sun, Jian-Song published the artcile< The 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Group: A Novel Protecting Group in Carbohydrate Chemistry>, Product Details of C12H20O6, the main research area is dimethyl nitrophenyl acetyl protecting group carbohydrate chem.

The 2,2-dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) group was introduced to synthetic carbohydrate chem. as a protecting group (PG) for the first time. Benefiting from a unique chem. structure and novel deprotection conditions, the DMNPA group can be cleaved rapidly and mutually orthogonal to other PGs. Orchestrated application of the DMNPA group with other PGs led to the highly efficient synthesis of the glycan of thornasterside A.

Organic Letters published new progress about Glycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (protected). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Product Details of C12H20O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Lee, Juyeol; Kang, Soyeong; Kim, Jungjoon; Moon, Dohyun; Rhee, Young Ho published the artcile< A Convergent Synthetic Strategy towards Oligosaccharides containing 2,3,6-Trideoxypyranoglycosides>, Formula: C12H20O6, the main research area is palladium catalyst ring closure metathesis oligosaccharide preparation crystal structure; oligosaccharide deoxypyranoglycoside preparation stereoselective hydroalkoxylation alkoxyallene; asymmetric synthesis; carbohydrates; diastereoselectivity; oligosaccharides; palladium.

A de novo synthetic strategy for the production of oligosaccharides containing 2,3,6-trideoxypyranoglycoside is reported. The key event is the Pd-catalyzed asym. diastereoselective hydroalkoxylation of ene-alkoxyallene-linked glycosidic fragments. The utility of this approach was demonstrated by the activation-free, stereo-divergent, and convergent synthesis of various 2-deoxyoligosaccharides, as well as their aglycon conjugates.

Angewandte Chemie, International Edition published new progress about Cross-metathesis. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Formula: C12H20O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Lei; Zhou, Feng; Hu, Jun; Cheng, Xiaoxiao; Zhang, Wei; Zhang, Zhengbiao; Chen, Gaojian; Zhou, Nianchen; Zhu, Xiulin published the artcile< Topological glycopolymers as agglutinator and inhibitor: Cyclic versus linear>, SDS of cas: 4064-06-6, the main research area is glycopolymer galactose modified cyclic linear inhibition amyloid aggregation; agglutinators; cyclic polymers; glycopolymers; inhibition; topological difference.

Carbohydrates play an important role in biol. processes for their specific interactions with proteins. Cyclic glycopolymers are promising to mimic the topol. of natural macrocycle-biomacromols. due to their unique architecture of lacking chain ends. To systematically study the effect of glycopolymer architecture on the interactions with protein, the cyclic glycopolymers bearing galactose side-chain (cyclic PMAGn) with three ds.p. (n = 14, 24, 47) are prepared for the first time. The cyclic PMAGn exhibits unique properties in agglutinating and inhibiting proteins in subsequent studies by comparison with the linear precursor with the same mol. weights More impressively, the cyclic PMAGn highlight the improved performance of cyclic architecture. For example, the cyclic PMAGn shows superior inhibition abilities to suppress amyloid formation from amyloid β protein fragment 1-42 aggregation and block the specific interaction between bacteria and galactose-modified surface compared to that of resp. linear counterpart. This interesting finding suggests that the architecture of cyclic glycopolymers may be capable of optimizing the ability to bind or inhibit proteins in biol. processes.

Macromolecular Rapid Communications published new progress about Agglutination. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, SDS of cas: 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Molla, Mosidur Rahaman; Das, Pradip; Guleria, Kanika; Subramanian, Ranga; Kumar, Amit; Thakur, Rima published the artcile< Cyanomethyl Ether as an Orthogonal Participating Group for Stereoselective Synthesis of 1,2-trans-β-O-Glycosides>, Application In Synthesis of 4064-06-6, the main research area is tetrazole glycoside cyclization azide cyanide glycoside preparation; disaccharide stereoselective glycosylation thioglycoside glycoside preparation protecting group cyanomethyl.

Stereoselective formation of glycosidic linkages has been the prime focus for contemporary carbohydrate chem. Herein, we report cyanomethyl (CNMe) ether as an efficient and effective participating orthogonal protecting group for the stereoselective synthesis of 1,2-trans-β-O-glycosides. The participating group facilitated good to high β-selective glycosylation with a broad range of electron-rich and electron-deficient glycosyl acceptors. Detailed exptl. and theor. studies reveal the involvement of CNMe ether in the formation of a six-membered imine-type cyclic intermediate for the observed stereoselectivity. Rapid incorporation and selective removal of the CNMe ether group in the presence of benzyl ether and isopropylidene acetal protection have also been reported here. The nitrile group provided an opportunity for the glyco-diversification through further derivatization.

Journal of Organic Chemistry published new progress about Cyclization. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Application In Synthesis of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Zhenguo; Liu, Xiaoxiao; Ji, Liang; Zhang, Ting; Jia, Zhenhua; Loh, Teck-Peng published the artcile< Metal-Free Access to (Spirocyclic)Tetrahydro-β-carbolines in Water Using an Ion-Pair as a Superacidic Precatalyst>, HPLC of Formula: 4064-06-6, the main research area is tetrahydro carboline preparation; aryl aldehyde tryptamine Pictet Spengler triarylcarbonium ion pair catalyst; spirocyclic tetrahydro carboline preparation; cyclic ketone tryptamine Pictet Spengler triarylcarbonium ion pair catalyst.

The unprecedented triarylcarbonium ion-pair-catalyzed Pictet-Spengler reaction of tryptamines with aromatic aldehydes and cyclic ketones in water was disclosed. Under metal-free conditions, diverse tetrahydro-β-carbolines/spirocyclic tetrahydro-β-carbolines I [R1 = H, Me, Cl, etc.; R2 = H; R3 = Ph, 4-MeC6H4, 2-naphthyl, etc.; R2R3 = (CH2)5, CH2CH2CH(Me)CH2CH2, CH2CH2N(Boc)CH2CH2, etc.] were obtained in good yields with excellent functional group tolerance, including late-stage modification of natural products and small mol. drugs. The practicability of this protocol was also characterized in the gram-scale synthesis of komavine and several other functional compounds Preliminary mechanistic studies indicated that in aqueous media the in situ-generated superacidic species from the carbonium ion pair with water was crucial to promote the Pictet-Spengler reaction.

ACS Catalysis published new progress about Aryl aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, HPLC of Formula: 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts