Category: 20880-92-6

Lee, Johnny W. published the artcileRedox-Neutral TEMPO Catalysis: Direct Radical (Hetero)Aryl C-H Di- and Trifluoromethoxylation, 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 Angewandte Chemie, International Edition (2020), 59(48), 21475-21480, database is CAplus and MEDLINE.

Applications of TEMPO· catalysis for the development of redox-neutral transformations are rare. Reported here is the first TEMPO·-catalyzed, redox-neutral C-H di- and trifluoromethoxylation of (hetero)arenes. The reaction exhibits a broad substrate scope, has high functional-group tolerance, and can be employed for the late-stage functionalization of complex druglike mols. Kinetic measurements, isolation and resubjection of catalytic intermediates, UV/visible studies, and DFT calculations support the proposed oxidative TEMPO·/TEMPO⁺ redox catalytic cycle. Mechanistic studies also suggest that Li₂CO₃ plays an important role in preventing catalyst deactivation. These findings will provide new insights into the design and development of novel reactions through redox-neutral TEMPO· catalysis.

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 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

Cao, Zhi published the artcileTotal Synthesis of Two Pyrrole Spiroketal Alkaloids: Pollenopyrroside A and Capparisine B, Name: ((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 Synlett (2015), 26(7), 921-926, database is CAplus.

Pollenopyrroside A (I) and capparisine B (II), two diastereoisomers of pyrrole spiroketal alkaloids isolated from Brassica campestris pollen and Capparis spinosa, were synthesized by an improved microwave-assisted bishydroxymethylation of pyrrole and acid-catalyzed spirocyclization as key steps with total yields of 2.7 and 8.8%, resp.

Synlett 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, Name: ((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

Li, Xiaowei published the artcileNickel-Catalyzed Arylation of C(sp³)-O Bonds in Allylic Alkyl Ethers with Organoboron Compounds, 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 Letters (2021), 23(17), 6612-6616, database is CAplus and MEDLINE.

A nickel-catalyzed cross-coupling of allylic alkyl ethers with organoboron compounds through the cleavage of the inert C(sp³)-O(alkyl) bonds is described. Several types of allylic alkyl ethers can be coupled with various boronic acids or their derivatives to give the corresponding products in good to excellent yields with wide functional group tolerance and excellent regioselectivity. The gram-scale reaction and late-stage modification of biol. active compounds further prove the practicality of this synthetic method.

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, 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

Zhang, Shiyi published the artcileThe effect of solvents on the thermal degradation products of two Amadori derivatives, Application of ((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 RSC Advances (2020), 10(16), 9309-9317, database is CAplus and MEDLINE.

To enrich the flavor additives of the Maillard reaction, two Amadori analogs, N-(1-deoxy-D-fructosyl-1-yl)-L-phenylalanine ester (Derivative 1) and di-O-isopropylidene-2,3:4,5-β-D-fructopyranosyl phenylalanine ester (Derivative 2), were chem. synthesized starting from D-fructose. The samples were reacted at 120 and 180°C for 2 h, and the effects of solvents (water and ethanol) on their degradation products were studied. The analyses of thermogravimetry (TG), derivative thermogravimetry (DTG), differential scanning calorimetry (DSC), and gas chromatog.-mass spectrometry (GC/MS) were used to investigate the thermal behavior and degradation products of the samples. TG-DTG curves show that the T_p values of the samples corresponding to the largest mass-loss rates are 132 and 275°C, resp. The degradation products of Derivative 1 are mainly Ph acetaldehyde and phenylalanine Et ester in water and Et benzoate and benzaldehyde di-Et acetal in ethanol. For Derivative 2, the major degradation products both in water and ethanol are phenylalanine Et ester and diacetonefructose, but the products have different relative contents affected by solvent media. The products of the pyrolysis of the samples at 350°C were analyzed and compared with the degradation compounds obtained in solvent. These results show that organic solvents can greatly influence the degradation pathway and products. Finally, possible mechanisms of the degradation processes are proposed.

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 C8H10S, Application of ((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

Wu, Rui published the artcileCopper-catalyzed aerobic oxidative dehydrogenative ring-opening reaction of glycine esters with α’-angelicalactone: Approach to construct α-amino-γ-ketopimelates, HPLC of Formula: 20880-92-6, the publication is Advanced Synthesis & Catalysis (2019), 361(14), 3436-3440, database is CAplus.

A copper-catalyzed aerobic oxidative dehydrogenative reaction of glycine derivatives with α’-angelicalactone is achieved under mild and simple reaction conditions. This strategy can be applicable to a wide range of glycine esters, including complex substrates derived from (+)-dehydroisoandrosterone or menthol, thus enabling the oxidative dehydrogenative ring-opening reaction for producing diverse functionalized α-amino-γ-ketopimelate derivatives in an atom-economic manner.

Advanced Synthesis & Catalysis 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 C20H18BrN3, HPLC of Formula: 20880-92-6.

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

Ghiasi, Mina published the artcileConformational Analysis of Topiramate and Related Anion in the Solution and Interaction Between the Most Stable Conformer of Topiramate with Active Center of Carbonic Anhydrase Enzyme, Computed Properties of 20880-92-6, the publication is Journal of Carbohydrate Chemistry (2015), 34(2), 80-102, database is CAplus.

D. functional theory using the B3LYP/6-311++G** method was employed to calculate the details of the electronic structure and electronic energy of the carbonic anhydrase enzyme active center (CA); topiramate, a sulfamate substituted monosaccharide; and the complex between topiramate and CA. The calculated results indicate that topiramate appears to adopt a twist-boat conformation in the solution The conformational anal. around the S-N bond (H-N-S-O dihedral angle) in deprotonated topiramate shows that the conformers with a H-N-S-O torsion of 270, 0, and 180 degrees are the min., transition state, and maximum energy conformers, resp. The deprotonated form of topiramate is coordinated to the Zn²⁺ ion.

Journal of Carbohydrate 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, Computed Properties of 20880-92-6.

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

Lee, Minhan published the artcileModular Tuning of Electrophilic Reactivity of Iridium Nitrenoids for the Intermolecular Selective α-Amidation of β-Keto Esters, COA of Formula: C12H20O6, the publication is Journal of the American Chemical Society (2020), 142(28), 11999-12004, database is CAplus and MEDLINE.

Ir-catalyzed intermol. amino group transfer to β-keto esters (amides) to α-aminocarbonyl products with excellent chemoselectivity was reported. The key strategy was engineered electrophilicity of the putative Ir-nitrenoids by tuning electronic property of the κ²-N,O chelating ligands, thus facilitated nucleophilic addition of enol π-bonds of 1,3-dicarbonyl substrates.

Journal of the American Chemical Society 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, COA of Formula: C12H20O6.

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

Sguazzin, Matthew A. published the artcileHexafluoroisopropyl Sulfamate: A Useful Reagent for the Synthesis of Sulfamates and Sulfamides, Name: ((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 Letters (2021), 23(9), 3373-3378, database is CAplus and MEDLINE.

Sulfamates and sulfamides were most often synthesized from alcs. and amines with sulfamoyl chloride, which was an unstable reagent. Hexafluoroisopropyl sulfamate (HFIPS) as a bench-stable solid that reacts readily with a wide variety of alcs., amines, phenols, and anilines under mild reaction conditions was identified. The sole byproduct of the reaction was hexafluoroisopropanol (HFIP) and reaction products was often isolated in high purity after an aqueous workup (optional) and removal of solvents by evaporation

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 C15H21BO2, Name: ((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

Ganda, Sylvia published the artcileBiodegradable Glycopolymeric Micelles Obtained by RAFT-controlled Radical Ring-Opening Polymerization, COA of Formula: C12H20O6, the publication is Macromolecules (Washington, DC, United States) (2016), 49(11), 4136-4146, database is CAplus.

The design and synthesis of an entirely degradable glycopolymer micelle was presented. This design relies on the utilization of RAFT-controlled radical ring-opening polymerization (rROP) technique to afford multiple insertions of cleavable ester linkages onto the backbone of the corona. RAFT polymerization using a macroRAFT agent based on poly(ε-caprolactone) PCL was employed to control the polymerization of well-defined statistical glycopolymers of 1-O-acryloyl-2,3:4,5-di-O-isopropylidene-β-D-fructopyranose (1-O-AiPrFru) and 5,6-benzo-2-methylene-1,3-dioxepane (BMDO) monomer. Three block copolymers were synthesized to generate poly(ε-caprolactone)-b-poly[(1-O-acryloyl-2,3:4,5-di-O-isopropylidene-β-D-fructopyranose)-co-(5,6-benzo-2-methylene-1,3-dioxepane)] (PCL-b-P[(1-O-AiPrFru)-co-(BMDO)]) with varying block lengths. Self-assembly of the deprotected block copolymers generated nonspherical egg shaped micelles, where the shorter chains PCL₁₀₆-b-P[(1-O-AFru)₆₉-co-(BMDO)₉] underwent self-assembly forming micelles with the hydrodynamic diameter (D_H) of 106 nm. The biodegradation of these micelles were investigated via enzymic degradation by Lipase Pseudomonas sp., indicating entirely degradable architectures, which are no longer visible via dynamic light scattering (DLS). SEC further confirmed the appearance of fragmented glycopolymeric units. In vitro cell proliferation assay of the micelles and their degradation products revealed no toxicity against healthy human fibroblast HS27 and breast cancer MDA-MB-231 cell lines. The polymer concentration range tested was up to 0.20 mg·mL^-1 with the cell viabilities of ≥95%.

Macromolecules (Washington, DC, United States) 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, COA of Formula: C12H20O6.

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

Chen, Zhixiang published the artcileOxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction, Category: alcohols-buliding-blocks, the publication is Journal of the American Chemical Society (2019), 141(8), 3541-3549, database is CAplus and MEDLINE.

A robust and practical protocol for preparing alkyl aryl ethers has been developed, which relies on using two types of ligands to promote Cu-catalyzed alkoxylation of (hetero)aryl halides. The reaction scope is very general for a variety of coupling partners, particularly for challenging secondary alcs. and (hetero)aryl chlorides. In case of coupling with aryl chlorides and bromides, two oxalic diamides serve as the powerful ligands. The tert-butoxide is first demonstrated as a ligand for Cu-catalyzed coupling reaction, leading to alkoxylation of aryl iodides complete at room temperature Addnl., a number of carbohydrate derivatives are applicable for this coupling reaction, affording the corresponding carbohydrate-aryl ethers in 29-98% yields.

Journal of the American Chemical Society 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, Category: alcohols-buliding-blocks.

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