Tag: M.W=250-300

Nandi, Poulomi; Goel, Komal; Sreenivasulu, Chinnabattigalla; Satyanarayana, Gedu published the artcile< Microwave-Assisted Condensation of Benzylic Alcohols and Alkynes Promoted by Zinc Halides: Concise Access to Alkenyl Halides>, Synthetic Route of 76-84-6, the main research area is benzylic alc terminal alkyne zinc halide condensation microwave green; alkenyl halide indene ketone preparation regioselective.

A simple Lewis acid-mediated route for the synthesis of alkenyl halides under microwave-assisted conditions is described. The reaction proceeds through condensation of secondary alcs. with terminal acetylenes and regioselective hydrohalogenation across the triple bond in the presence of simple and com. available zinc halides. Unlike earlier reports, the methodol. is successfully exemplified with three halide sources. As a result, a diverse range of alkenyl halide products have been obtained. Further, indenes were obtained as the end products when tertiary alcs. and arylacetylenes were used, wherein the Thorpe-Ingold and electronic effects, would be dominant. Furthermore, when an electron-rich arylacetylene was employed, the reaction yielded carbonyl products.

European Journal of Organic Chemistry published new progress about Alkyl aryl ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Synthetic Route of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ottenbacher, Roman V.; Bryliakova, Anna A.; Shashkov, Mikhail V.; Talsi, Evgenii P.; Bryliakov, Konstantin P. published the artcile< To Rebound or...Rebound? Evidence for the ""Alternative Rebound"" Mechanism in C-H Oxidations by the Systems Nonheme Mn Complex/H2O2/Carboxylic Acid>, Reference of 76-84-6, the main research area is oxidation mechanism nonheme manganese complex hydrogen peroxide carboxylic acid.

In this work, it has been shown that aliphatic C-H oxidations by bioinspired catalyst systems Mn aminopyridine complex/H2O2/carboxylic acid in acetonitrile afford predominantly a mixture of the corresponding alc. and the ester. The alc./ester ratio is higher for catalysts bearing electron-donating groups at the aminopyridine core. Isotopic labeling studies witness that the oxygen atom of the alc. originates from the H2O2 mol., while the ester oxygen comes exclusively from the acid. Oxidation of ethylbenzene in the presence of acetic acid affords enantiomerically enriched 1-phenylethanol and 1-Ph acetate, with close enantioselectivities and the same sign of absolute chirality. Exptl. data and d. functional theory calculations provide evidence in favor of the rate-limiting benzylic H atom abstraction by the high-spin (S = 1) [LMnV(O)OAc]2+ active species followed by competitive OH/OC(O)R rebound. This mechanism has been unprecedented for C-H oxidations catalyzed by bioinspired Mn complexes. The trends governing the alc./ester ratios have been rationalized in terms of steric properties of the catalyst, acid, and substrate.

ACS Catalysis published new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Reference of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hedberg, Christinne; Jessen, Kamilla S.; Hansson, Rikke F.; Heuckendorff, Mads; Jensen, Henrik H. published the artcile< Palladium-Catalyzed C-S Bond Formation as a Tool for Latent-Active Glycosylation>, Electric Literature of 4064-06-6, the main research area is thioglycoside stereoselective glycosylation oligosaccharide preparation; palladium copper triflate catalyst stereoselective glycosylation cross coupling oligosaccharide.

A high-yielding palladium-catalyzed C-S cross-coupling is presented for utilization in carbohydrate chem. as a key transformation for attachment of a second chelating sulfur atom that allows the exploitation of a latent-active glycosylation strategy with Cu(OTf)2 as the promoter. The novel approach employs o-Br-benzyl thioglycosides as latent glycosyl donors and o-SMe-benzyl thioglycosides as the active counterparts.

Organic Letters published new progress about Coupling reaction. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Electric Literature of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Park, Simon S.; Gervay-Hague, Jacquelyn published the artcile< Step-economy synthesis of β-steryl sialosides using a sialyl iodide donor>, Reference of 4064-06-6, the main research area is crystal structure conformation sialic acid preparation steroid glycoside; steryl sialoside synthesis sialyl iodide neuraminic acid glycosylation.

Steryl glycosides are prevalent in nature and have unique biol. activities dictated by sterol structure, sugar composition, and the stereochem. attachment of the aglycon. A single configurational switch can have profound biol. consequences meriting the systematic study of structure and function relationships. Steryl congeners of N-acetyl neuraminic acid (NANA) impact neurobiol. processes and may also mediate host/microbe interactions. In order to study these processes, a platform for the synthesis of β-steryl sialosides has been established. Promoter-free glycosidations using a novel α-linked sialyl iodide donor efficiently provide unique amphiphilic sialoglycoconjugates for examining bioactivities in various systems.

Journal of Antibiotics published new progress about Amphiphiles. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Reference of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zu, Yujia; Cai, Chenglin; Sheng, Jingyuan; Cheng, Lili; Feng, Yingle; Zhang, Shengyong; Zhang, Qi; Chai, Yonghai published the artcile< n-Pentenyl-Type Glycosides for Catalytic Glycosylation and Their Application in Single-Catalyst One-Pot Oligosaccharide Assemblies>, Synthetic Route of 4064-06-6, the main research area is pentenyl glycoside catalytic stereoselective glycosylation oligosaccharide preparation.

We have developed a new type of n-pentenyl-type glycosides that can be activated by catalytic amounts of promoter, Hg(NTf2)2 or PPh3AuCl/AgNTf2, at room temperature The mild activation conditions and outstanding stability of common protection/deprotection manipulations enable the enynyl donors to have broad applications in constructing various glycosidic bonds. Furthermore, under the Hg(NTf2)2-catalyzed conditions, the sequential activation of different types of donors was achieved, based on which a gentio-tetrasaccharide was synthesized via the newly developed single-catalyst one-pot strategy.

Organic Letters 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, Synthetic Route of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Aumala, Ville; Mollerup, Filip; Jurak, Edita; Blume, Fabian; Karppi, Johanna; Koistinen, Antti E.; Schuiten, Eva; Voss, Moritz; Bornscheuer, Uwe; Deska, Jan; Master, Emma R. published the artcile< Biocatalytic production of amino carbohydrates through oxidoreductase and transaminase cascades>, Recommanded Product: ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, the main research area is amino carboxydrate production biocatalysis oxidoreductase transaminase enzyme cascade; amination; biocatalysis; carbohydrates; domino reactions; enzymes.

Plant-derived carbohydrates are an abundant renewable resource. Transformation of carbohydrates into new products, including amine-functionalized building blocks for biomaterials applications, can lower reliance on fossil resources. Herein, biocatalytic production routes to amino carbohydrates, including oligosaccharides, are demonstrated. In each case, two-step biocatalysis was performed to functionalize D-galactose-containing carbohydrates by employing the galactose oxidase from Fusarium graminearum or a pyranose dehydrogenase from Agaricus bisporus followed by the ω-transaminase from Chromobacterium violaceum (Cvi-ω-TA). Formation of 6-amino-6-deoxy-D-galactose, 2-amino-2-deoxy-D-galactose, and 2-amino-2-deoxy-6-aldo-D-galactose was confirmed by mass spectrometry. The activity of Cvi-ω-TA was highest towards 6-aldo-D-galactose, for which the highest yield of 6-amino-6-deoxy-D-galactose (67%) was achieved in reactions permitting simultaneous oxidation of D-galactose and transamination of the resulting 6-aldo-D-galactose.

ChemSusChem published new progress about Agaricus bisporus (pyranose dehydrogenase from). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Recommanded Product: ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ghosh, Ivy; Chakraborty, Biswarup; Bera, Abhijit; Paul, Satadal; Paine, Tapan Kanti published the artcile< Selective oxygenation of C-H and C=C bonds with H2O2 by high-spin cobalt(II)-carboxylate complexes>, Application of C19H16O, the main research area is cobalt aminemethyltrispyridine phenylacetato benzoato benzilato mandelato complex catalyst preparation; Reaction kinetics cobalt aminemethyltrispyridine phenylacetato benzoato benzilato mandelato complex; crystal structure cobalt aminemethyltrispyridine phenylacetato benzoato benzilato mandelato complex; electrochem DFT cobalt aminemethyltrispyridine phenylacetato benzoato benzilato mandelato complex.

Four cobalt(II)-carboxylate complexes [(6-Me3-TPA)CoII(benzoate)](BPh4) (1), [(6-Me3-TPA)CoII(benzilate)](ClO4) (2), [(6-Me3-TPA)CoII(mandelate)](BPh4) (3), and [(6-Me3-TPA)CoII(MPA)](BPh4) (4) (HMPA = 2-methoxy-2-phenylacetic acid) of the 6-Me3-TPA (tris((6-methylpyridin-2-yl)methyl)amine) ligand were isolated to investigate their ability in H2O2-dependent selective oxygenation of C-H and CC bonds. All six-coordinate complexes contain a high-spin cobalt(II) center. While the cobalt(II) complexes are inert toward dioxygen, each of these complexes reacts readily with hydrogen peroxide to form a diamagnetic cobalt(III) species, which decays with time leading to the oxidation of the Me groups on the pyridine rings of the supporting ligand. Intramol. ligand oxidation by the cobalt-based oxidant is partially inhibited in the presence of external substrates, and the substrates are converted to their corresponding oxidized products. Kinetic studies and labeling experiments indicate the involvement of a metal-based oxidant in affecting the chemo- and stereo-selective catalytic oxygenation of aliphatic C-H bonds and epoxidation of alkenes. An electrophilic cobalt-oxygen species that exhibits a kinetic isotope effect (KIE) value of 5.3 in toluene oxidation by 1 is proposed as the active oxidant. Among the complexes, the cobalt(II)-benzoate (1) and cobalt(II)-MPA (4) complexes display better catalytic activity compared to their α-hydroxy analogs (2 and 3). Catalytic studies with the cobalt(II)-acetonitrile complex [(6-Me3-TPA)CoII(CH3CN)2](ClO4)2 (5) in the presence and absence of externally added benzoate support the role of the carboxylate co-ligand in oxidation reactions. The proposed catalytic reaction involves a carboxylate-bridged dicobalt complex in the activation of H2O2 followed by the oxidation of substrates by a metal-based oxidant.

Dalton Transactions published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Application of C19H16O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Lei, Jin-Cai; Ruan, Yu-Xiong; Luo, Sheng; Yang, Jin-Song published the artcile< Stereodirecting Effect of C3-Ester Groups on the Glycosylation Stereochemistry of L-Rhamnopyranose Thioglycoside Donors: Stereoselective Synthesis of α- and β-L-Rhamnopyranosides>, Application In Synthesis of 4064-06-6, the main research area is rhamnopyranoside stereoselective synthesis ester group stereodirecting glycosylation effect.

The tuning effect of C3-ester groups on the glycosylation stereochem. of L-rhamnopyranose (L-Rha) Et thioglycoside donors is described. On one hand, the L-Rha thioglycoside donors carrying 3-O-arylcarbonyl or levulinoyl group undergo highly α-selective glycosylation to afford a wide variety of α-L-rhamnoside products in high chem. yields. On the other hand, the glycosylation of the 3-O-4-nitropicoloyl and 2-pyrazinecarbonyl group substituted L-Rha thioglycosides displays β-stereoselectivity. Only or predominant β anomeric products are obtained when these L-Rha donors couple with the primary or reactive secondary acceptors, while the β-selectivity may decrease significantly when these donors react with less reactive secondary alcs. The synthetic utility of the newly developed α- and β-directing L-Rha donors I and II has been demonstrated by the efficient synthesis of a structurally unique trisaccharide III, which is derived from the cell wall polysaccharide of Sphaerotilus natans.

European Journal of Organic Chemistry published new progress about Alkoxycarbonyl groups. 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

Xu, Chunfa; Loh, Charles C. J. published the artcile< A Multistage Halogen Bond Catalyzed Strain-Release Glycosylation Unravels New Hedgehog Signaling Inhibitors>, Safety of ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol, the main research area is glycosylation catalyst glycoside triazole preparation; click alkyne azide triazole cycloaddition catalyst preparation glycoside antitumor.

Halogen bonding (XB) has recently emerged as a promising noncovalent activation mode that can be employed in catalysis. However, methodologies utilizing XB remain rare, and the hydrogen-bonding (HB) catalysis congeners are more widespread in comparison. Herein, we demonstrate a remarkable case whereby employment of XB catalysis in strain-release glycosylation generates O,N-glycosides in excellent anomeric selectivity exceeding HB activation. Deeper investigation unraveled XB catalyst dependencies on multiple stages of the mechanism and a hitherto unknown XB-glycosyl acceptor activation. We present a proof of concept to interrogate sp3-rich glycosidic chem. space for novel biol. activity, by integrating XB-catalyzed construction of a glycosidic compound collection, and evaluating these analogs via cell-based phenotypic screens. We show that XB-catalyzed strain-release glycosylation defines a new class of glycosides that inhibit the hedgehog signaling pathway through a nonsmoothened mode of action, opening new opportunities to combat acquired cancer resistance.

Journal of the American Chemical Society published new progress about 1,3-Dipolar cycloaddition reaction. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Safety of ((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-5-yl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Morris, Louis J.; Hill, Michael S.; Mahon, Mary F.; Manners, Ian; McMenamy, Fred S.; Whittell, George R. published the artcile< Heavier Alkaline-Earth Catalyzed Dehydrocoupling of Silanes and Alcohols for the Synthesis of Metallo-Polysilylethers>, Name: Triphenylmethanol, the main research area is alk earth alkoxide preparation catalyst dehydrocoupling silane alc; crystal structure dinuclear barium calcium strontium bridging phenylmethoxide ferrocenylsiloxane; mol structure dinuclear barium calcium strontium bridging phenylmethoxide ferrocenylsiloxane; dehydrocoupling kinetics silane alc alk earth triphenylmethoxide catalyst; metallopolysilylether preparation; alkaline earth metals; barium; calcium; dehydrocoupling; metallopolymers; strontium.

The dehydrocoupling of silanes and alcs. mediated by heavier alk.-earth catalysts, [Ae{N(SiMe3)2}2·(THF)2] (I-III) and [Ae{CH(SiMe3)2}2·(THF)2], (IV-VI) (Ae = Ca, Sr, Ba) is described. Primary, secondary, and tertiary alcs. were coupled to phenylsilane or diphenylsilane, whereas tertiary silanes are less tolerant towards bulky substrates. Some control over reaction selectivity towards mono-, di-, or tri-substituted silylether products was achieved through alteration of reaction stoichiometry, conditions, and catalyst. The ferrocenyl silylether, FeCp(C5H4SiPh(OBn)2) (2), was prepared and fully characterized from the ferrocenylsilane, FeCp(C5H4SiPhH2) (1), and benzyl alc. using Ba catalysis. Stoichiometric experiments suggested a reaction manifold involving the formation of Ae-alkoxide and hydride species, and dimeric Ae-alkoxides [(Ph3CO)Ae(μ2-OCPh3)Ae(THF)] (3a-c, Ae = Ca, Sr, Ba) were isolated and fully characterized. Mechanistic experiments suggested a complex reaction mechanism involving dimeric or polynuclear active species, whose kinetics are highly dependent on variables such as the identity and concentration of the precatalyst, silane, and alc. Turnover frequencies increase on descending Group 2 of the periodic table, with the Ba precatalyst III displaying an apparent 1st-order dependence in both silane and alc., and an optimum catalyst loading of 3 mol% Ba, above which activity decreases. With precatalyst III in THF, ferrocene-containing poly- and oligosilylethers with ferrocene pendent to (P1-P4) or as a constituent (P5, P6) of the main polymer chain were prepared from 1 or Fe(C5H4SiPhH2)2 (4) with diols 1,4-(HOCH2)2-(C6H4) and 1,4-(CHMeOH)2(C6H4), resp. The resultant materials were characterized by NMR spectroscopy, gel permeation chromatog. (GPC) and DOSY NMR spectroscopy, with estimated mol. weights >20,000 Da for P1 and P4. The Fe centers display reversible redox behavior and thermal anal. showed P1 and P5 to be promising precursors to magnetic ceramic materials.

Chemistry – A European Journal published new progress about Alcohols Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Name: Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts