Month: December 2022

Fukuhara, Kenji published the artcileRegioselective, Tin-Free Sulfation of Unprotected Hexopyranosides by Using Phenylboronic Acid, Related Products of alcohols-buliding-blocks, the main research area is regioselective sulfation unprotected glycopyranoside phenylboronic acid hydroxy group protecting; trichloroethyl protected glycoside preparation; unprotected glycopyranoside regioselective sulfation trichloroethyl sulfurylimidazolium.

Regioselective, tin-free sulfation of a number of unprotected glycopyranosides derived from L-fucose, L-rhamnose, D-arabinose, D-glucose, D-galactose, and D-trehalose was achieved by using phenylboronic acid for masking the hydroxy groups and a 2,2,2-trichloroethyl-protected sulfurylimidazolium salt as the sulfating reagent. The formation of phenylborate ester remarkably improved the solubility of the carbohydrates in organic solvents and indicated high reactivity and regioselectivity in the sulfation reactions. This methodol. was successfully adapted to result in a one-pot procedure that did not require separation or purification of the reaction intermediates.

European Journal of Organic Chemistry published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, Related Products of alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wu, Yao published the artcileA Copper Iodide Cluster-Based Metal-Organic Polyhedra for Photocatalytic Click Chemistry, Product Details of C8H14O, the main research area is phenyl triazole preparation click chem; aryl acetylene benzyl azide alkyne cycloaddition copper iodide photocatalyst.

Herein, a copper(I) iodide cluster-based metal-organic polyhedra (Cu3I3)4L14 (1) ((L1 = 1,3,5-trispyridylsulfanylethyl)-2,4,6-triethylbenzene, 2-mercaptopyridine) is synthesized. Due to the abnormal geometry of [Cu3I3] SBUs, MOP 1 exhibits a half-truncated cube topol., which is rarely observed up to date. Compared with commonly used metal ion or clusters, the coordination bond between the [Cu3I3] SBU and the ligand is rather labile in solution evidenced by the theor. calculations and exptl. results. Interestingly, the liable [Cu3I3] SBU endows MOP 1 to photocatalyze the azide-alkyne cycloaddition reaction in aqueous solution with high efficiency, excellent tolerance (>80% isolated yield for 18 examples), and good recyclability. The mechanistic studies reveal a photoinduced electron transfer from the MOP to azide, which is unusual in copper-catalyzed click reactions.

Small Structures published new progress about 1,3-Dipolar cycloaddition catalysts (azide-alkyne, regioselective). 107-54-0 belongs to class alcohols-buliding-blocks, name is 3,5-Dimethylhex-1-yn-3-ol, and the molecular formula is C8H14O, Product Details of C8H14O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ding, Zhengwei published the artcileCatalysis with Diboron(4)/Pyridine: Application to the Broad-Scope [3 + 2] Cycloaddition of Cyclopropanes and Alkenes, Recommanded Product: 3-Pentanol, the main research area is aryl cyclopropyl methanone ethene diboron pyridine catalyst cycloaddition; cyclopentyl aryl methanone preparation diastereoselective regioselective green chem.

In contrast to the extensive but non-recyclable use of tetraalkoxydiboron compounds as stoichiometric reagents in diverse reactions, this article reports an atom-economical reaction using a com. diboron as the catalyst. The key to success was designing a catalytic cycle for radical [3 + 2] cycloaddition involving a pyridine cocatalyst to generate from the diboron catalyst and reversibly mediate the transfer of boronyl radicals. In comparison with known [3 + 2] cycloaddition with transition metal-based catalysts, the current reaction features not only metal-free conditions, inexpensive and stable catalysts and simple operation but also remarkably broadened substrate scope. In particular, previously unusable cyclopropyl ketones without an activating group and/or alkenes with 1,2-disubstitution and 1,1,2-trisubstitution patterns were successfully used for the first time. Consequently, challenging cyclopentane compounds with various levels of substitution (65 examples, 57 new products, up to six substituents at all five ring atoms) were readily prepared in generally high to excellent yield and diastereoselectivity. The reaction was also successfully applied in concise formal synthesis of an anti-obesity drug and building natural product-like complex bridged or spirocyclic compounds Mechanistic experiments and computational investigation support the proposed radical relay catalysis featuring a pyridine-assisted boronyl radical catalyst. Overall, this work demonstrates the first approach to use tetraalkoxydiboron compounds as catalysts and may lead to the development of new, green, and efficient transition metal-like boron-catalyzed organic reactions.

Journal of the American Chemical Society published new progress about [3+2] Cycloaddition reaction catalysts (regio and stereoselective). 584-02-1 belongs to class alcohols-buliding-blocks, name is 3-Pentanol, and the molecular formula is C5H12O, Recommanded Product: 3-Pentanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Bechara, I. S. published the artcileUnusual catalysts for flexible urethane foams, Name: N2-(2-Hydroxyethyl)-N1,N1,N2-trimethyl-1,2-ethylenediamine, the main research area is polyurethane foam hydroxyethylethylenediamine catalyst; ethanolamine aminoethyl polyurethane catalyst.

Dabco T [trimethyl(hydroxyethyl)ethylenediamine] [2212-32-0] type catalysts are unusual in that they are able to promote allophanate and isocyanurate formation, depending upon the concentration of NCO groups. They are also unique among tertiary amines in their ability to equalize the rate of urea and urethane formation. When used as cocatalysts, they provide good indentation load deflection (ILD) and compression set. Too high a catalyst concentration will increase the ILD and resiliency while adversely affecting compression set due to excessive allophanate and biuret formation. When flexible foams are made using these catalysts, optimum properties are obtained at NCO index of 105-16, and tin (cocatalyst) level as low as possible.

Journal of Cellular Plastics published new progress about Polyurethanes Role: SPN (Synthetic Preparation), PREP (Preparation). 2212-32-0 belongs to class alcohols-buliding-blocks, name is N2-(2-Hydroxyethyl)-N1,N1,N2-trimethyl-1,2-ethylenediamine, and the molecular formula is C7H18N2O, Name: N2-(2-Hydroxyethyl)-N1,N1,N2-trimethyl-1,2-ethylenediamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wong, Shaio Wen published the artcileCatalysis in competing isocyanate reactions, Category: alcohols-buliding-blocks, the main research area is polyurethane formation model reaction kinetics; phenyl isocyanate reaction kinetics butanol; tin catalyst isocyanate reaction butanol; amine catalyst isocyanate reaction butanol; water effect isocyanate reaction butanol.

The kinetics of the model reaction between PhNCO and BuOH for polyurethane formation was studied in MeCN at 50°. Effects of various catalysts, such as an organotin compound, dibutyltin dilaurate, and tertiary amines, Dabco, N,N,N’,N’,N”-pentamethyldipropylenetriamine (I), N,N’,N”-tris(3-dimethylaminopropyl)-3-hexahydrotriazine, and N,N,N’-trimethylaminoethylethanolamine, on the reaction rate and the formation of reaction products were studied. The resulting products using I as catalyst were Bu phenylcarbamate, Bu α,γ-diphenylallophanate, and tri-Ph isocyanurate. The presence of water in the reaction retarded the disappearance of NCO groups as well as the trimer formation.

Advances in Urethane Science and Technology published new progress about Polyurethanes Role: SPN (Synthetic Preparation), PREP (Preparation). 2212-32-0 belongs to class alcohols-buliding-blocks, name is N2-(2-Hydroxyethyl)-N1,N1,N2-trimethyl-1,2-ethylenediamine, and the molecular formula is C7H18N2O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Farkas, Erzsebet published the artcileEnzymatic synthesis of galactose-containing disaccharides employing β-galactosidase from Bacillus circulans, COA of Formula: C9H16O6, the main research area is galactose disaccharide enzymic preparation; carbohydrate enzymic galactosylation.

Galβ1â†? disaccharide structures are vital core units of the oligosaccharide components of glycoconjugates. β-Galactosidase from Bacillus circulans (E.C.3.2.1.23) catalyzes the transfer of galactose from a donor structure such as GalβOpNP to various GlcNAc and galactose derivatives, forming β1â†? linkages. The synthesis of several biol. relevant disaccharides [Galβ1â†?GlcNAcαOAll, Galβ1â†?GlcNAcβOAll, Galβ1â†?GalαOAll, Galβ1â†?GalβOAll, Galβ1â†?GalβSPh, Galβ1â†?GalβOpNP] and the trisaccharide Galβ1â†?Galβ1â†?GalβOpNP was achieved in 30-66% yield by application of this enzyme.

European Journal of Organic Chemistry published new progress about Disaccharides Role: SPN (Synthetic Preparation), PREP (Preparation). 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, COA of Formula: C9H16O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Jin, Lele published the artcileHigh performance of Mo-promoted Ir/SiO2 catalysts combined with HZSM-5 toward the conversion of cellulose to C5/C6 alkanes, Name: 3-Pentanol, the main research area is molybdenum promoted iridium silica catalyst cellulose conversion liquid alkane; Hydrogenolysis; Liquid fuel; Microcrystalline cellulose; Molybdenum.

In this study, the Mo-promoted Ir/SiO2 (Ir-MoOx/SiO2) catalysts combined with the zeolite HZSM-5 were used for the direct conversion of microcrystalline cellulose (MCC) to liquid fuel (C5/C6 alkanes) in n-dodecane/H2O system. A synergistic effect was formed between the partially reduced MoOx species and the Ir particles, which effectively promoted the catalytic activity of Ir/SiO2 catalyst. When the Mo/Ir molar ratio was 0.5, a high yield of C5/C6 alkanes (91.7%) was achieved at 210°C for 12 h. In addition, the main component of C5/C6 alkanes was n-hexane, which was proven to be obtained by the hydrogenolysis of the key intermediate, sorbitol, formed from the hydrolysis and hydrogenation of MCC.

Bioresource Technology published new progress about Cyclic ethers Role: SPN (Synthetic Preparation), PREP (Preparation). 584-02-1 belongs to class alcohols-buliding-blocks, name is 3-Pentanol, and the molecular formula is C5H12O, Name: 3-Pentanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Holme, Kevin R. published the artcileN-[2-(Glycosyloxy)ethyl]chitosan derivatives. Part I. Preparation and characterization of N-[2-(glycosyloxy)ethyl]chitosan derivatives., Name: (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, the main research area is chitosan glycosyloxyethyl preparation water solubility; glycosyloxyethylchitosan preparation water solubility; allyl glycoside preparation carbon proton NMR; ozonolysis allyl glycoside; reduction alkylation chitosan oxoethyl formylmethyl glycoside.

Allyl glycosides of 8 simple sugars were prepared and characterized, including 1H- and 13C-NMR assignments. Formylmethyl glycosides, obtained by reductive ozonolysis of the allyl glycosides, were reductively N-alkylated to chitosan with typical yields of 80%. The glycosides of α- and β-D-glucopyranose, α- and β-D-galactopyranose, 2-acetamido-2-deoxy-α- and β-D-glucopyranose, β-D-glucuronic acid, and β-lactose were incorporated by this method. The degree of substitution (d.s.) of the products was controlled by varying the molar ratio of glycoside to free amine groups of chitosan by between 0.5 and 3.0. Derivatives of degree of substitution > 0.3 were typically water soluble, and compounds of higher d.s. generally gave less-viscous aqueous solutions Assignment of 13C-NMR chem. shifts verified the structure of these derivatives The linewidths of the branch resonances (5-100 Hz) provided qual. information about the relationship between d.s. and branch mobility. The resonances of high-d.s. products were narrower and more intense than analogous low-d.s. derivatives The chitosan resonances of the backbone were generally broader (50-200 Hz) and less intense, and as a result were difficult to assign fully.

Carbohydrate Research published new progress about Carbohydrates Role: SPN (Synthetic Preparation), PREP (Preparation). 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, Name: (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Hui-Min published the artcileDehydrogenation of Alcohols to Carboxylic Acid Catalyzed by in Situ-Generated Facial Ruthenium-CPP Complex, Related Products of alcohols-buliding-blocks, the main research area is carboxylic acid preparation dehydrogenation alcs facial Ruthenium phosphine catalyst.

A selective catalytic system for the dehydrogenation of primary alcs. to carboxylic acids using a facial ruthenium complex generated in situ from the [Ru(COD)Cl2]n and a hybrid N-heterocyclic carbene (NHC)-phosphine-phosphine ligand (CPP) has been first reported. The facial coordination model was unveiled by NMR anal. of the reaction mixture Such a fac-ruthenium catalyst system exhibited high catalytic activity and stability, and a high turnover number of 20 000 could be achieved with catalyst loading as low as 0.002 mol %. The exceedingly high catalyst stability was tentatively attributed to both the anchoring role of NHC and the hemi-lability of phosphines. The catalytic system also features a wide substrate scope. In particular, the facial coordination of CPP ligands was found to be beneficial for sterically hindered alcs., and ortho-substituted benzylic alcs. and bulky adamantanyl methanol as well as cholesterol were all found to be viable dehydrogenation substrates.

Journal of Organic Chemistry published new progress about Benzoic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 111-87-5 belongs to class alcohols-buliding-blocks, name is n-Octanol, and the molecular formula is C8H18O, Related Products of alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Braun, Carolin published the artcilePlanar-chiral [2.2]Paracyclophane-based Pyridonates as Ligands for Tantalum-catalyzed Hydroaminoalkylation, HPLC of Formula: 22483-09-6, the main research area is planar chiral paracyclophane pyridonate ligand tantalum catalyzed hydroaminoalkylation.

By using planar chiral [2.2]paracyclophane-containing N,O-chelating ligands for tantalum-catalyzed hydroaminoalkylation, one of the most versatile catalytic systems for this reaction to date was obtained [e.g., 4-methoxy-N-methylaniline + 1-octene I (90%)]. Convenient Csp3-Csp3 bond formation of amines with terminal and internal alkenes was enabled by the same in situ synthesized catalytic system of [2.2]paracyclophane-based pyridonates and Ta(CH2TMS)3Cl2 that shows also very promising results for N-containing heterocycles.

ChemCatChem published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent) (internal). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, HPLC of Formula: 22483-09-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts