Tag: M.W=250-300

Comotti, A.; Castiglioni, F.; Bracco, S.; Perego, J.; Pedrini, A.; Negroni, M.; Sozzani, P. published the artcile< Fluorinated porous organic frameworks for improved CO2 and CH4 capture>, SDS of cas: 76-84-6, the main research area is fluoropolymer polyacetylene synthesis adsorbent carbon dioxide methane adsorption.

A porous 3D selectively fluorinated framework (F-PAF1), robust yet flexible and with a surface area of 2050 M2 g-1, was synthesized by condensation of an ad hoc prepared fluorinated tetraphenylmethane (TPM) monomer to ensure homogeneously distributed C-F dipoles in the swellable architecture. Tetradentate TPM was also the comonomer for the reaction with fluorinated difunctional monomers to obtain frameworks (FMFs) with a controlled amount of regularly spaced reorientable C-F dipoles. The isosteric heat of adsorption of CO2 was increased by 53% by even moderate C-F dipole insertion, with respect to the non-fluorinated frameworks. CO2/N2 selectivity was also increased up to a value of 50 for the difluoro-containing comonomer. Moreover, methane shows optimal interaction energies of 24 kJ mol-1.

Chemical Communications (Cambridge, United Kingdom) published new progress about Adsorbents. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, SDS of cas: 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Lu, Jianwu; Shi, Yinfei; Li, Xiao; Liang, Xiaomin; Wang, Yinquan; Yuan, Shun; Wu, Taizhi published the artcile< Understanding and Controlling the Formation of an N-Alkyl Impurity in Olmesartan Medoxomil: A Derivative via Michael-Type Addition between Tetrazole and Mesityl Oxide In Situ Generated from Acetone>, COA of Formula: C19H16O, the main research area is olmesartan medoxomil API impurity quality by design definitive screening.

An unknown impurity was detected in olmesartan medoxomil active pharmaceutical ingredient (API), which was determined as 2-methyl-4-oxopentan-2-yl-protected olmesartan medoxomil by NMR and mass spectrometry (MS). The formation mechanism of this impurity was investigated. In summary, the tetrazole of the final product was condensed with the potential genotoxic compound mesityl oxide generated from acetone self-condensation in acidic conditions to form the N-Alkyl impurity. Further quality control of the reaction was investigated using statistical methods (design of experiment, DoE) via a definitive screening design. The key factors of the reaction were determined to control the process parameters. Three batches of validation experiments showed that the generation of the N-Alkyl impurity was suppressed (<0.1%) and the residual mesityl oxide was not detected (<2.5 ppm). Organic Process Research & Development published new progress about Antihypertensives. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, COA of Formula: C19H16O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Seki, Tomohiro; Mashimo, Takaki; Ito, Hajime published the artcile< Anisotropic strain release in a thermosalient crystal: correlation between the microscopic orientation of molecular rearrangements and the macroscopic mechanical motion>, COA of Formula: C19H16O, the main research area is anisotropic strain thermosalient crystal structure microscopic orientation.

The salient effect, which refers to a jumping phenomenon of org and organometallic mol. crystals typically triggered by phase transitions in response to external stimuli, has been investigated intensively in the last five years. A challenging topic in this research area is the question of how to characterize the release of microscopic strain accumulated during phase transitions, which generates macroscopic mech. motion. Herein, we describe the thermosalient effect of the triphenylethenyl gold 4-chlorophenyl isocyanide complex 1, which jumps reversibly at approx -100°C upon cooling at 50°C min-1 and heating at 30°C min-1. Single-crystal X-ray diffraction measurements and differential scanning calorimetric analyses of 1 suggest the occurrence of a thermal phase transition at this temperature Detailed structural analyses indicate that anisotropic changes to the mol arrangement occur in 1, whereby the crystallog a axis contracts upon cooling while the b axis expands. Simultaneously, macroscopic changes of the crystal dimensions occur. This is observed as bending, i.e., as an inclination of the crystal edges, and in the form of splitting, which occurs in a perpendicular direction to the major crystal axis. This study thus bridges the gap between macroscopic mech responses that are observed in high-speed photog images and microscopic changes of the crystal structure, which are evaluated by X-ray diffraction measurements with face indexing.

Chemical Science published new progress about Bending. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, COA of Formula: C19H16O.

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

Schaugaard, Richard N.; Nguyen, Hien M.; Schlegel, H. Bernhard published the artcile< Alkyl Radical-Free Cu(I) Photo-catalytic Cross-Coupling: A Theoretical Study of Anomerically Specific Photo-catalyzed Glycosylation of Pyranosyl Bromide>, 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 reductive elimination transition state free energy cyclic voltammetry glycosylation; thermodn solvation chromophore copper iodide xantphos DTMP phenanthroline catalyst; photochem catalyzed glycosylation pyranosyl bromide cross coupling disaccharide preparation.

Previously, we reported a visible light-activated Cu(I) photocatalyst capable of facilitating C-O bond formation of glycosyl bromides and aliphatic alcs. with a high degree of diastereoselectivity. This catalyst functions equally well in the presence of radical traps, suggesting an entirely inner sphere mechanism atypical for heteroleptic Cu photocatalysis. Further, exptl. estimates put the chromophore reducing power at -1.30 V vs Ag/AgCl. This is much more pos. than the ~-2.0 V vs Ag/AgCl onset observed for irreversible reduction of glycosyl bromides in our experiments Theor. investigations were undertaken to explain the function of the catalyst. Outer sphere electron transfer from a chromophore to substrate was discounted based on thermodn. and electron transfer barriers determined by Marcus theory and non-equilibrium solvation calculations Addition of a nucleophilic alc. and oxidation of the Cu(II) species to Cu(III) result in rapid reductive elimination forming products and resetting the catalytic cycle.

Inorganic Chemistry published new progress about Catalysis. 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

Kinsinger, Thorsten; Kazmaier, Uli published the artcile< Application of Vinyl Nucleophiles in Matteson Homologations>, Synthetic Route of 76-84-6, the main research area is allyl boronic ester preparation enantioselective; alkyl boronic ester vinyl nucleophile Grignard reagent Matteson homologation.

The Matteson homologation with vinyl nucleophiles was found to be a versatile tool for the synthesis of highly substituted and functionalized allyl boronic esters I (R = phenylethyl, Me, butan-2-yl, etc.), II (R1 = H, Me; R2 = H, Me; R3 = H, Me), III and IV (R4 = Me, Et, n-Pr; R5 = H, Me). High yields and stereoselectivities are obtained with sterically demanding alkyl boronic esters and/or Grignard reagents. With the application of such vinyl Matteson homologations, the polyketide fragment of lagunamide B is synthesized.

Organic Letters published new progress about Boronic acids, esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), 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

Zhou, Siai; Zhong, Xuemei; Guo, Aoxin; Xiao, Qian; Ao, Jiaming; Zhu, Wanmeng; Cai, Hui; Ishiwata, Akihiro; Ito, Yukishige; Liu, Xue-Wei; Ding, Feiqing published the artcile< ZnI2-Directed Stereocontrolled α-Glucosylation>, Category: alcohols-buliding-blocks, the main research area is glycoside preparation disaccharide oligosaccharide stereoselective glycosylation serine; transition state Gibbs free energy electron density stereoselective glycosylation.

Here we report a glucosylation strategy mediated by ZnI2, a cheap and mild Lewis acid, for the highly stereoselective construction of 1,2-cis-O-glycosidic linkages using easily accessible and common 4,6-O-tethered glucosyl donors. The versatility and effectiveness of the α-glucosylation strategy were demonstrated successfully with various acceptors, including complex alcs. This approach demonstrates the feasibility of the modular synthesis of various α-glucans with both linear and branched backbone structures.

Organic Letters 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, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yu, Fei; Dickson, Jalen L.; Loka, Ravi S.; Xu, Hengfu; Schaugaard, Richard N.; Schlegel, H. Bernhard; Luo, Long; Nguyen, Hien M. published the artcile< Diastereoselective sp3 C-O Bond Formation via Visible Light-Induced, Copper-Catalyzed Cross-Couplings of Glycosyl Bromides with Aliphatic Alcohols>, Application of C12H20O6, the main research area is LED copper catalyzed diastereoselective coupling bromoglycoside aliphatic alc; C(sp3)–O bond; copper catalysis; cross-coupling; stereoselective; visible light.

Copper-catalyzed cross-coupling reactions have become one of the most powerful methods for generating carbon-heteroatom bonds, an important framework of many organic mols. However, copper-catalyzed C(sp3)-O cross-coupling of alkyl halides with alkyl alcs. remains elusive because of the sluggish nature of oxidative addition to copper. To address this challenge, we have developed a catalytic copper system, which overcomes the copper oxidative addition barrier with the aid of visible light and effectively facilitates the cross-couplings of glycosyl bromides with aliphatic alcs. to afford C(sp3)-O bonds with high levels of diastereoselectivity. Importantly, this catalytic system leads to a mild and efficient method for stereoselective construction of α-1,2-cis glycosides, which are of paramount importance, but challenging. In general, stereochem. outcomes in α-1,2-cis glycosidic C-O bond-forming processes are unpredictable and dependent on the steric and electronic nature of protecting groups bound to carbohydrate coupling partners. Currently, the most reliable approaches rely on the use of a chiral auxiliary or hydrogen-bond directing group at the C2- and C4-position of carbohydrate electrophiles to control α-1,2-cis selectivity. In our approach, earth-abundant copper not only acts as a photocatalyst and a bond-forming catalyst, but also enforces the stereocontrolled formation of anomeric C-O bonds. This cross-coupling protocol enables highly diastereoselective access to a wide variety of α-1,2-cis-glycosides and biol. relevant α-glycan oligosaccharides. Our work provides a foundation for developing new methods for the stereoselective construction of natural and unnatural anomeric carbon(sp3)-heteroatom bonds.

ACS Catalysis published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent) (glycoside). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Application of C12H20O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Imperio, Daniela; Muz, Barbara; Azab, Abdel Kareem; Fallarini, Silvia; Lombardi, Grazia; Panza, Luigi published the artcile< A Short and Convenient Synthesis of closo-Dodecaborate Sugar Conjugates>, Application of C12H20O6, the main research area is boron neutron capture therapy dodecaborate sugar conjugate.

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 Antitumor agents. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Application of C12H20O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Amtawong, Jaruwan; Skjelstad, Bastian Bjerkem; Handford, Rex C.; Suslick, Benjamin A.; Balcells, David; Tilley, T. Don published the artcile< C-H Activation by RuCo3O4 Oxo Cubanes: Effects of Oxyl Radical Character and Metal-Metal Cooperativity>, Electric Literature of 76-84-6, the main research area is carbon hydrogen bond activation ruthenium cobalt oxo cubane; oxyl radical preparation character metal cooperativity.

High-valent multimetallic-oxo/oxyl species have been implicated as intermediates in oxidative catalysis involving proton-coupled electron transfer (PCET) reactions, but the reactive nature of these oxo species has hindered the development of an in-depth understanding of their mechanisms and multimetallic character. The mechanism of C-H oxidation by previously reported RuCo3O4 cubane complexes bearing a terminal RuV-oxo ligand, with significant oxyl radical character, was investigated. The rate-determining step involves H atom abstraction (HAA) from an organic substrate to generate a Ru-OH species and a carbon-centered radical. Radical intermediates are subsequently trapped by another equivalent of the terminal oxo to afford isolable radical-trapped cubane complexes. D. functional theory (DFT) reveals a barrierless radical combination step that is more favorable than an oxygen-rebound mechanism by 12.3 kcal mol-1. This HAA reactivity to generate organic products is influenced by steric congestion and the C-H bond dissociation energy of the substrate. Tuning the electronic properties of the cubane (i.e., spin d. localized on terminal oxo, basicity, and redox potential) by varying the donor ability of ligands at the Co sites modulates C-H activations by the RuV-oxo fragment and enables construction of structure-activity relationships. These results reveal a mechanistic pathway for C-H activation by high-valent metal-oxo species with oxyl radical character and provide insights into cooperative effects of multimetallic centers in tuning PCET reactivity.

Journal of the American Chemical Society published new progress about C-H bond activation. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Electric Literature of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts