Tag: M.W=250-300

Singh, Yashapal; Demchenko, Alexei V. published the artcile< Koenigs-Knorr Glycosylation Reaction Catalyzed by Trimethylsilyl Trifluoromethanesulfonate>, Electric Literature of 4064-06-6, the main research area is oligosaccharide preparation Koenigs Knorr glycosylation trimethylsilyl trifluoromethanesulfonate catalyst; Koenigs-Knorr reaction; carbohydrates; glycosidation; synthetic methods.

The discovery that traditional silver(I)-oxide-promoted glycosidations of glycosyl bromides (Koenigs-Knorr reaction) can be greatly accelerated in the presence of catalytic trimethylsilyl trifluoromethanesulfonate (TMSOTf) is reported. The reaction conditions are very mild that allowed for maintaining a practically neutral pH and, at the same time, providing high rates and excellent glycosylation yields. In addition, unusual reactivity trends among a series of differentially protected glycosyl bromides were documented. In particular, benzoylated α-bromides were much more reactive than their benzylated counterparts under these conditions.

Chemistry – A European Journal published new progress about Cooperative phenomena (catalysis). 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

Quivelli, Andrea F.; D’Addato, Giovanna; Vitale, Paola; Garcia-Alvarez, Joaquin; Perna, Filippo M.; Capriati, Vito published the artcile< Expeditious and practical synthesis of tertiary alcohols from esters enabled by highly polarized organometallic compounds under aerobic conditions in Deep Eutectic Solvents or bulk water>, Computed Properties of 76-84-6, the main research area is tertiary alc preparation; organometallic compound ester nucleophilic addition.

An efficient protocol was developed for the synthesis of tertiary alcs. R1C(OH)(R2)R2 [R1 = Ph, 4-MeC6H4, 4-MeOC6H4, etc.; R2 = Me, i-Pr, Ph, etc.] via nucleophilic addition of organometallic compounds of s-block elements (Grignard and organolithium reagents) to esters performed in the biodegradable choline chloride/urea eutectic mixture or in water. This approach displayed a broad substrate scope, with the addition reaction proceeded quickly (20 s reaction time) and cleanly, at ambient temperature and under air, straightforwardly furnished the expected tertiary alcs. in yields of up to 98%. The practicability of the method was exemplified by the sustainable synthesis of some representative S-trityl-L-cysteine derivatives, which were a potent class of Eg5 inhibitors, also via telescoped one-pot processes.

Tetrahedron published new progress about Deep eutectic solvents. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Computed Properties of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Bera, Srikrishna; Hu, Xile published the artcile< Nickel-Catalyzed Regioselective Hydroalkylation and Hydroarylation of Alkenyl Boronic Esters>, 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 nickel catalyzed alkylation hydroarylation alkenyl boronic ester; aryl alkyl halide nickel catalyzed alkylation hydroarylation; alkenes; boron compounds; hydroalkylation; hydroarylation; nickel hydrides.

Metal hydride catalyzed hydrocarbonation reactions of alkenes are an efficient approach to construct new C-C bonds from readily available alkenes. However, the regioselectivity of hydrocarbonation remains challenging to be controlled. In Ni hydride (NiH) catalyzed hydrocarbonation, linear selectivity is most often obtained because of the relative stability of the linear Ni-alkyl intermediate over its branched counterpart. Herein, the boronic pinacol ester (Bpin) group directs a Ni-catalyzed hydrocarbonation to occur at its adjacent C center, resulting in formal branch selectivity. Both alkyl and aryl halides can be used as electrophiles in this hydrocarbonation, providing access to a wide range of secondary alkyl Bpin derivatives, which are valuable building blocks in synthetic chem. The utility of the method is demonstrated by the late-stage functionalization of natural products and drug mols., the synthesis of an anticancer agent, and iterative syntheses.

Angewandte Chemie, International Edition published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (alkenylboranes). 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

Wang, Yu; Xu, Tie-Qi published the artcile< Topology-Controlled Ring-Opening Polymerization of O-Carboxyanhydride>, Recommanded Product: Triphenylmethanol, the main research area is topol controlled ring opening polymerization phenylmandelate carboxyanhydride; stereocomplex linear cyclic polyphenylmandelate enantiomer.

The ring-opening polymerization (ROP) of O-carboxyanhydride (OCA) is the most powerful approach to produce diverse poly(α-hydroxyalkanoic acid) (PAHA) with functional groups as an easy modification of the side group of OCA. Previous studies focus on the ROP of OCA to produce linear PAHA, whereas no example was reported regarding the cyclic PAHA. Here, a synthesis strategy is reported for controlling the topol. of stereoregular PAHA by the ROP of OCA. La[N(SiMe3)2]3 catalyst yields highly isotactic cyclic polymer, while Zn[N(SiMe3)2]2/BnOH catalyst system favors highly isotactic linear ones. The individual enantiomerically pure cyclic or linear PAHA generates homocrystallites, which displayed distinct melting temperature (Tm) up to 190°C. Mixing of these opposite enantiomerically pure cyclic or linear polymers in equivalent amounts affords the crystalline stereocomplexed PAHAs. This study provides a new approach to create crystalline polymers with controlled geometry, allowing a better understanding of the relationship between structure and properties to expand the potentials of their materials.

Macromolecules (Washington, DC, United States) published new progress about Crystallites. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Recommanded Product: Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Brummel, Beau R.; Lee, Kinsey G.; McMillen, Colin D.; Kolis, Joseph W.; Whitehead, Daniel C. published the artcile< One-Pot Absolute Stereochemical Identification of Alcohols via Guanidinium Sulfate Crystallization>, 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 alc absolute configuration one pot determination guanidinium sulfate crystallization.

A novel technique for the absolute stereochem. determination of alcs. has been developed that uses crystallization of guanidinium salts of organosulfates. The simple one-pot, two-step process leverages facile formation of guanidinium organosulfate single crystals for the straightforward determination of the absolute stereochem. of enantiopure alcs. by means of X-ray crystallog. The strong hydrogen bonding network drives the stability of the crystal lattice and allows for a diverse range of organic alc. substrates to be analyzed.

Organic Letters published new progress about Absolute configuration. 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

Zhang, Yu; Qin, Shaowei; Claes, Nathalie; Schilling, Waldemar; Sahoo, Prakash Kumar; Ching, H. Y. Vincent; Jaworski, Aleksander; Lemiere, Filip; Slabon, Adam; Van Doorslaer, Sabine; Bals, Sara; Das, Shoubhik published the artcile< Direct Solar Energy-Mediated Synthesis of Tertiary Benzylic Alcohols Using a Metal-Free Heterogeneous Photocatalyst>, Reference of 76-84-6, the main research area is tertiary benzylic alc preparation; carbon hydrogen bond hydroxylation photocatalyst solar energy.

Direct hydroxylation via the functionalization of tertiary benzylic C(sp3)-H bonds is of great significance for obtaining tertiary alcs., which find wide applications in pharmaceuticals as well as in fine chem. industries. However, current synthetic procedures use toxic reagents, and therefore, the development of a sustainable strategy for the synthesis of tertiary benzylic alcs. is highly desirable. To solve this problem, herein, a metal-free heterogeneous photocatalyst to synthesize the hydroxylated products using oxygen as the key reagent is reported. Various benzylic substrates were employed into the mild reaction conditions to afford the desirable products in good to excellent yields. More importantly, the gram-scale reaction was achieved via harvesting direct solar energy and exhibited high quantity of the product. The high stability of the catalyst was proved via recycling the catalyst and spectroscopic analyses. Finally, a possible mechanism was proposed based on the ESR and other exptl. evidence.

ACS Sustainable Chemistry & Engineering published new progress about Aromatic compounds 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, Reference of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Diamandas, Matthew; Moreira, Ryan; Taylor, Scott D. published the artcile< Solid-phase total synthesis of dehydrotryptophan-bearing cyclic peptides tunicyclin B, sclerotide A, CDA3a, and CDA4a using a protected β-hydroxytryptophan building block>, Safety of Triphenylmethanol, the main research area is cyclic peptide dehydrotryptophan solid phase total synthesis antibacterial agent; tunicyclin B sclerotide A CDA3a CDA4a hydroxytryptophan protected.

A new approach to the synthesis of Z-dehydrotryptophan (ΔTrp) peptides is described. This approach uses Fmoc-β-HOTrp(Boc)(TBS)-OH as a building block, which is readily prepared in high yield and incorporated into peptides using solid-phase Fmoc chem. The tert-butyldimethylsilyl-protected indolic alc. is eliminated during global deprotection/resin cleavage to give ΔTrp peptides exclusively as the thermodynamically favored Z isomer. This approach was applied to the solid-phase synthesis of tunicyclin B, sclerotide A, CDA3a, and CDA4a.

Organic Letters published new progress about Antibacterial agents. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Safety of Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Keith, D. Jamin; Townsend, Steven D. published the artcile< Total Synthesis of the Congested, Bisphosphorylated Morganella morganii Zwitterionic Trisaccharide Repeating Unit>, Reference of 4064-06-6, the main research area is zwitterionic polysaccharide immune response phosphoglycerol phosphocholine oligosaccharide; oligosaccharide Morganella Morganii trisaccharide repeating unit Zwitterionic phosphorylated glycosylation.

Zwitterionic polysaccharides (ZPS) activate T-cell-dependent immune responses by major histocompatibility complex class II presentation. Herein, we report the first synthesis of a Morganella morganii ZPS repeating unit as an enabling tool in the synthesis of novel ZPS materials. The repeating unit incorporates a 1,2-cis-α-glycosidic bond; the problematic 1,2-trans-galactosidic bond, Gal-β(1→3)-GalNAc; and phosphoglycerol and phosphocholine residues which have not been previously observed together as functional groups on the same oligosaccharide. The successful third generation approach leverages a first in class glycosylation of a phosphoglycerol functionalized acceptor. To install the phosphocholine unit, a highly effective phosphocholine donor was synthesized.

Journal of the American Chemical Society published new progress about Glycosylation. 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

Arnold, Polly L.; Purkis, Jamie M.; Rutkauskaite, Ryte; Kovacs, Daniel; Love, Jason B.; Austin, Jonathan published the artcile< Controlled photocatalytic hydrocarbon oxidation by uranyl complexes>, Product Details of C19H16O, the main research area is uranyl phenanthroline hydrocarbon oxidation photocatalyst.

Controlled, photocatalytic C-H bond activations are key reactions in the toolkits of the modern synthetic chemist. While it is known that the uranyl(VI) ion, [UVIO2]2+, the environmentally dominant form of uranium, is photoactive, most literature examines its luminescent properties, neglecting its potential synthetic utility for photocatalytic C-H bond cleavage. Here, we synthesize and fully characterize an air-stable and hydrocarbon-soluble uranyl phenanthroline complex, [UVIO2(NO3)2(Ph2phen)], UPh2phen, and demonstrate that it can catalytically abstract hydrogen atoms from a variety of organic substrates under visible light irradiation We show that the com. available parent complex, uranyl nitrate ([UVIO2(NO3)2(OH2)2][n.8901]4H2O; UNO3), is also competent, but from electronic spectroscopy we attribute the higher rates and selectivity of UPh2phen to ligand-mediated electronic effects. Ketones are selectively formed over other oxygenated products (alcs., etc.), and the catalytic oxidation of substrates containing a benzylic C-H position is particularly improved for UPh2phen. We also show uranyl-mediated photocatalytic C-C bond cleavage in a model lignin compound for the first time.

ChemCatChem published new progress about Amines, rare earth complexes Role: CAT (Catalyst Use), PRP (Properties), SPN (Synthetic Preparation), USES (Uses), PREP (Preparation). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Product Details of C19H16O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ferreira, Joana T.; Pina, Joao; Ribeiro, Carlos A. F.; Fernandes, Rosa; Tome, Joao P. C.; Rodriguez-Morgade, M. Salome; Torres, Tomas published the artcile< Highly Efficient Singlet Oxygen Generators Based on Ruthenium Phthalocyanines: Synthesis, Characterization and in vitro Evaluation for Photodynamic Therapy>, Quality Control of 4064-06-6, the main research area is glucose galactose mannose ruthenium phthalocyanine preparation photodynamic therapy; carbohydrates; photodynamic therapy; phthalocyanines; ruthenium; singlet oxygen.

The synthesis of ruthenium(II) phthalocyanines (RuPcs) endowed with one carbohydrate unit-i.e., glucose, galactose and mannose-and a dimethylsulfoxide (DMSO) ligand at the two axial coordination sites, resp., is described. Two series of compounds, one unsubstituted at the periphery, and the other one bearing eight PEG chains at the isoindole meta-positions, have been prepared The presence of the axial DMSO unit significantly increases the phthalocyanine singlet oxygen quantum yields, related to other comparable RuPcs. The compounds have been evaluated for PDT treatment in bladder cancer cells. In vitro studies have revealed high phototoxicity for RuPcs unsubstituted at their periphery. The phototoxicity of PEG-substituted RuPcs has been considerably improved by repeated light irradiation The choice of the axial carbohydrate introduced little differences in the cellular uptake for both series of photosensitizers, but the phototoxic effects were considerably higher for compounds bearing mannose units.

Chemistry – A European Journal published new progress about Bladder neoplasm. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Quality Control of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts