Category: 20880-92-6

Guo, Peng published the artcileNickel-Catalyzed Reductive Csp³-Ge Coupling of Alkyl Bromides with Chlorogermanes, Product Details of C12H20O6, the publication is Organic Letters (2022), 24(9), 1802-1806, database is CAplus and MEDLINE.

Reductive cross-coupling provides facile access to organogermanes, but it remains largely unexplored. Herein the authors report a Ni-catalyzed reductive Csp³-Ge coupling of alkyl bromides with chlorogermanes. This work established a new method for producing alkylgermanes. The reaction proceeds under very mild conditions and tolerates various functionalities including ether, alc., alkene, nitrile, amine, ester, phosphonates, amides, ketone, and aldehyde. The application of this method to the modification of bioactive mols. is demonstrated.

Organic Letters published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Product Details of C12H20O6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sutili, Felipe K. published the artcileLipase immobilized in microemulsion based organogels (MBGs) as an efficient catalyst for continuous-flow esterification of protected fructose, COA of Formula: C12H20O6, the publication is RSC Advances (2015), 5(47), 37287-37291, database is CAplus.

Sugar-based organogels are important esters for the cosmetic, food and pharmaceutical industries due to their intrinsic properties. Chem. routes to obtain these mols. suffer from low yields and undesirable side products. In this way, biocatalysis can be an interesting and efficient alternative, which meets the green chem. principles. Herein we report our results on the development of a continuous flow process for the production of sugar-based surfactants mediated by immobilized enzymes in microemulsion based organogels, leading to the desired product in high productivities (66.8 to 88.1 g of ester per h per g of lipase).

RSC Advances published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C17H19N3O7S, COA of Formula: C12H20O6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Tolnai, Gergely L. published the artcileEfficient O-Functionalization of Carbohydrates with Electrophilic Reagents, Computed Properties of 20880-92-6, the publication is Angewandte Chemie, International Edition (2016), 55(37), 11226-11230, database is CAplus and MEDLINE.

Novel methodol. for O-functionalization of carbohydrate derivatives has been established using bench-stable and easily prepared iodonium(III) reagents. Both electron-withdrawing and electron-donating aryl groups were introduced under ambient conditions and without precautions to exclude air or moisture. Furthermore, the approach was extended both to full arylation of cyclodextrin, and to trifluoroethylation of carbohydrate derivatives This is the first general approach to introduce traditionally non-electrophilic groups into any of the OH groups around the sugar backbone. The methodol. will be useful both in synthetic organic chem. and biochem., as important functional groups can be incorporated under simple and robust reaction conditions in a fast and efficient manner.

Angewandte Chemie, International Edition published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C13H10O2, Computed Properties of 20880-92-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Vinothkannan, Ravichandran published the artcileFructose furoic acid ester: An effective quorum sensing inhibitor against uropathogenic Escherichia coli, Recommanded Product: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, the publication is Bioorganic Chemistry (2018), 310-318, database is CAplus and MEDLINE.

Uropathogenic Escherichia coli (UPEC) are the most common cause of UTI, accounting for more than 90% infections in the normal and unobstructed urinary tracts. Multi-drug resistance (MDR) is an emerging threat to the mankind and hence, there is an urge to develop alternative therapies. Targeting quorum sensing (QS), a cell-cell communication process regulates various biofilm and virulence factors would be a most promising alternate which curbs the pathogenesis without killing the bacteria, unlike antibiotics. SdiA, a quorum regulator is well-known to control the behavioral changes of UPEC in establishing biofilm and virulence. Therefore, we have hypothesized that the SdiA-selective inhibitors derived from the plant, Melia dubia using the mol. docking would be a remarkable therapeutic candidate to down regulate the UPEC biofilm and virulence phenotypes. In this study, we have designed, synthesized and characterized the fructose-furoic acid ester by NMR and ESI-MS. In vitro studies revealed that the QSI-MD selectively inhibits UPEC adherence and confocal laser scanning microscopy (CLSM) anal. showed the effectiveness of QSI-MD to inhibit the UPEC biofilm. Genetic studies using qRT-PCR revealed the down-regulation of quorum sensing regulated genes (fimA, csgA, espA). Based on the findings, we could propose that the QSI-MD could possibly act through SdiA and show target-specific inhibition of biofilm and virulence. It is notable that more than 70 bacterial species execute their communication through the SdiA homologues (LuxIR system). Hence, the QSI-MD could be further developed as a broad-spectrum anti-infective drug.

Bioorganic Chemistry published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C6H4ClNO2, Recommanded Product: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Imperio, Daniela published the artcileA Short and Convenient Synthesis of closo-Dodecaborate Sugar Conjugates, Synthetic Route of 20880-92-6, the publication is European Journal of Organic Chemistry (2019), 2019(43), 7228-7232, database is CAplus.

Dodecaborate anions represent a suitable boron source for boron neutron capture therapy (BNCT). Sugar derivatives of dodecaborate have been prepared through the ring-opening reaction of cyclic oxonium ions by alkoxide nucleophiles. According to this general approach, a convenient and short synthesis of three derivatives of dodecaborate-sugar conjugates is herein reported. Glucose, galactose and fructose have been chosen for their expected preferential uptake by tumor cells compared to healthy cells. The free hydroxyl group of isopropylidene protected sugars was exploited as nucleophile to open a dodecaborate cyclic oxonium salt, giving products containing a spacer between the sugar and the boron cluster. Deprotection of the sugar moiety in acidic conditions gave the desired compounds in excellent yield.

European Journal of Organic Chemistry published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Synthetic Route of 20880-92-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Desport, Jessica S. published the artcileFructose-based acrylic copolymers by emulsion polymerization, Computed Properties of 20880-92-6, the publication is Polymers (Basel, Switzerland) (2018), 10(5), 488/1-488/11, database is CAplus and MEDLINE.

The exploration of a renewable resource for the preparation of waterborne copolymers was conducted. Low molar mass sugar resources were selected for their wide availability. A fructose-based monomer (MF) bearing a methacrylate radically polymerizable group was successfully synthesized. The latter was shown to be able to homopolymerize in emulsion. The high T_g of the resulting polymer (about 115 °C) makes it of particular interest for adhesive and coating applications where hard materials are necessary to ensure valuable properties. As a result, its incorporation in waterborne acrylic containing formulations as an equivalent to petrochem.-based Me methacrylate was investigated. It was found that the bio-based monomer exhibited similar behavior to that of common methacrylates, as shown by polymerization kinetics and particle size evolution. Furthermore, the homogeneous incorporation of the sugar units into the acrylate chains was confirmed by a unique glass transition temperature in differential scanning calorimeter (DSC). The potential of MF for the production of waterborne copolymers was greatly valued by the successful increase of formulation solids content up to 45 wt%. Interestingly, polymer insolubility in THF increased with time due to further reactions occurring in storage. Most likely, the partial deprotection of sugar units was the reason for the creation of hydrogen bonding and, thus, phys. insoluble entangled chains. This behavior highlights opportunities to make use of hydroxyl groups either for further functionalization or, eventually, for achieving enhanced adhesion on casted substrates.

Polymers (Basel, Switzerland) published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Computed Properties of 20880-92-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zheng, Weijia published the artcileCatalytic C-H Trifluoromethoxylation of Arenes and Heteroarenes, HPLC of Formula: 20880-92-6, the publication is Angewandte Chemie, International Edition (2018), 57(31), 9645-9649, database is CAplus and MEDLINE.

The intermol. C-H trifluoromethoxylation of arenes remains a long-standing and unsolved problem in organic synthesis. Herein, is reported the first catalytic protocol employing a trifluoromethoxylating reagent and redox-active catalysts for the direct (hetero)aryl C-H trifluoromethoxylation. The approach is operationally simple, proceeds at room temperature, uses easy-to-handle reagents, requires only 0.03 mol % of redox-active catalysts, does not need specialized reaction apparatus, and tolerates a wide variety of functional groups and complex structures such as sugars and natural product derivatives Importantly, both ground-state and photoexcited redox-active catalysts are effective. Detailed computational and exptl. studies suggest a unique reaction pathway where photoexcitation of the trifluoromethoxylating reagent releases the OCF₃ radical that is trapped by (hetero)arenes. The resulting cyclohexadienyl radicals are oxidized by redox-active catalysts and deprotonated to form the desired products of trifluoromethoxylation.

Angewandte Chemie, International Edition published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C9H9NO6S, HPLC of Formula: 20880-92-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Yanru published the artcileRegioselective C(sp³)-H alkylation of a fructopyranose derivative by 1,6-HAT, Recommanded Product: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, the publication is Organic & Biomolecular Chemistry (2021), 19(14), 3124-3127, database is CAplus and MEDLINE.

Regioselective C(sp³)-H alkylation of a fructopyranose derivative using electron-deficient alkenes as alkylation reagents was achieved. The reaction proceeded via 1,6-hydrogen atom transfer under photoredox iridium catalysis. Several functional groups were introduced into the fructopyranose derivative

Organic & Biomolecular Chemistry published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Recommanded Product: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Koeckerling, Martin published the artcileStructural and Kinetic Considerations for the Application of the Traceless Staudinger Ligation to Future ¹⁸F Radiolabeling Using XRD and ¹⁹F NMR, Recommanded Product: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, the publication is International Journal of Chemical Kinetics (2018), 50(1), 31-40, database is CAplus.

A 4-fluorobenzoate-functionalized phosphane was synthesized and reacted with different azides using the traceless Staudinger ligation as a representative sample reaction for future radiolabeling purposes with short-lived radionuclides like fluorine-18. For this purpose, the reaction rate was evaluated at different temperatures The effect of starting material concentrations and the influence of the steric effect coming from the applied azides were investigated. ¹⁹F NMR was used to determine the reaction half-live (τ_1/2) and the reaction rate constant (k_obs) of this ligation under mild reaction conditions in a water-acetonitrile mixture Furthermore, the phosphane key compound I (orthorhombic, space group Pna2₁, a = 18.6363(9), b = 8.3589(4), c = 18.5480(9) Å, V = 2889.4(2) ų, Z = 8, D_obs = 1.277 g/cm³), which acts as starting material for all subsequent syntheses, and the fluorine-containing phosphane II (monoclinic, space group P2₁/c, a = 8.321(2), b = 16.160(4), c = 14.940(4) Å, β = 99.51(1)°, V = 1981.4(8) ų, Z = 4, D_obs = 1.342 g/cm³) were analyzed by single-crystal XRD.

International Journal of Chemical Kinetics published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Recommanded Product: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Dong, Zhe published the artcileMetallaphotoredox-enabled deoxygenative arylation of alcohols, HPLC of Formula: 20880-92-6, the publication is Nature (London, United Kingdom) (2021), 598(7881), 451-456, database is CAplus and MEDLINE.

Metal-catalyzed cross-couplings are a mainstay of organic synthesis and are widely used for the formation of C-C bonds, particularly in the production of unsaturated scaffolds1. However, alkyl cross-couplings using native sp3-hybridized functional groups such as alcs. remain relatively underdeveloped2. In particular, a robust and general method for the direct deoxygenative coupling of alcs. would have major implications for the field of organic synthesis. A general method for the direct deoxygenative cross-coupling of free alcs. must overcome several challenges, most notably the in situ cleavage of strong C-O bonds3, but would allow access to the vast collection of com. available, structurally diverse alcs. as coupling partners4. Authors report herein a metallaphotoredox-based cross-coupling platform in which free alcs. are activated in situ by N-heterocyclic carbene salts for carbon-carbon bond formation with aryl halide coupling partners. This method is mild, robust, selective and most importantly, capable of accommodating a wide range of primary, secondary and tertiary alcs. as well as pharmaceutically relevant aryl and heteroaryl bromides and chlorides. The power of the transformation has been demonstrated in a number of complex settings, including the late-stage functionalization of Taxol and a modular synthesis of Januvia, an antidiabetic medication. This technol. represents a general strategy for the merger of in situ alc. activation with transition metal catalysis.

Nature (London, United Kingdom) published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, HPLC of Formula: 20880-92-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts