Heterocyclic Building Blocks-Quinuclidine

Shabarov, Yu. S. published the artcileCyclopropanes and cyclobutanes. LVIII. p-Bicyclo[n.1.0]alk-1-ylbenzoic acids and -anilines, Name: 4-Cyclohexylbenzoic acid, the publication is Zhurnal Organicheskoi Khimii (1968), 4(7), 1175-80, database is CAplus.

The oxidation of p-RC6H4COMe (I) with NaOBr gave p-RC6H4CO2H (II). The reaction of II with SOCl2 gave the corresponding acid chlorides which were treated with NH4OH to give p-RC6H4CONH2. The action of NaOBr on the amides gave p-RC6H4NH2 (III). The alternative preparation of III involved converting I to p-RC6H4C(:NOH)Me, which with PCl5 were rearranged to p-RC6H4NHAc (IV). Saponification of IV gave III. Most III were converted to p-RC6H4NHC(:S)NHPh (by treating with PhN:C:S) for the identification purposes. The II and III prepared were (R in II and III given): cyclohexyl, cyclopentyl, bicyclo[3.1.0]hex-1-yl, and bicyclo[4.1.0]hept-1-yl. Their pK values and Hammett constant were determined

Zhurnal Organicheskoi Khimii published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C9H4F6O, Name: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Sun, Yong-Hui published the artcileA diversity-oriented synthesis of bioactive benzanilides via a regioselective C(sp²)-H hydroxylation strategy, SDS of cas: 20029-52-1, the publication is Chemical Science (2016), 7(3), 2229-2238, database is CAplus and MEDLINE.

Hydroxylated benzanilides such as I (R¹ = H, 4-Me, 3-F, etc.; R² = H, 4-Me, 3-F, etc.; R³ = Me, Et, Bn) were prepared by chemo- and regioselective C(sp²)-H hydroxylation using palladium and ruthenium catalysts. Ruthenium catalysts yielded N-aryl hydroxybenzamides, while palladium catalysts yielded N-hydroxyaryl benzamides. Computational investigations reveals that the regioselectivity is controlled mainly by both steric and electronic factors. Steric effects determine the regioselective outcomes in the Ru-catalyzed reaction, while electronic effects are dominant in the Pd-catalyzed reaction.

Chemical Science published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C48H47FeP, SDS of cas: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Chen, Min published the artcileAntifouling peptides combined with recognizing DNA probes for ultralow fouling electrochemical detection of cancer biomarkers in human bodily fluids, SDS of cas: 1353016-70-2, the publication is Biosensors & Bioelectronics (2022), 114162, database is CAplus and MEDLINE.

Herein, a universal strategy for the construction of highly sensitive and low fouling biosensors was proposed based on antifouling peptides conjugated with recognizing DNA probes. The peptide-DNA conjugate was formed through a reagent-free click reaction between a typical DNA aptamer modified with 5-dibenzocyclooctyne (DBCO) and the designed antifouling peptide terminated with biotin and the azide group at its two ends. With the assistance of streptavidin (SA), the electrochem. biosensor was constructed via immobilization of the straight peptides and peptide-DNA conjugates in sequence onto the electrode surface modified with electrodeposited poly(3,4-ethylenedioxythiophene) (PEDOT) and gold nanoparticles (AuNPs). The prepared biosensor exhibited excellent antifouling performances in various human bodily fluids such as serum, sweat and urine, with a wide linear response range for CA125 from 0.01 U mL-1 to 1000 U mL-1, and a low limit of detection of 0.003 U mL-1. Combining the advantages of the antifouling peptide and recognizing DNA probe, this sensing strategy was capable of assaying CA125 in undiluted human serum, and it also offered a highly promising way for the development of different antifouling biosensors through the conjugation of antifouling peptides with various DNA probes.

Biosensors & Bioelectronics published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, SDS of cas: 1353016-70-2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Newman-Stonebraker, Samuel H. published the artcileUnivariate classification of phosphine ligation state and reactivity in cross-coupling catalysis, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Science (Washington, DC, United States) (2021), 374(6565), 301-308, database is CAplus and MEDLINE.

Minimal buried volume of the phosphine ligands was correlated with the stoichiometry of nickel and palladium complexes and catalytic activity in Suzuki, Heck and Buchwald amination reactions. Chemists often use statistical anal. of reaction data with mol. descriptors to identify structure-reactivity relationships, which can enable prediction and mechanistic understanding. In this study, we developed a broadly applicable and quant. classification workflow that identifies reactivity cliffs in 11 Ni- and Pd-catalyzed cross-coupling datasets using monodentate phosphine ligands. A distinctive ligand steric descriptor, min. percent buried volume [%Vbur (min)], is found to divide these datasets into active and inactive regions at a similar threshold value. Organometallic studies demonstrate that this threshold corresponds to the binary outcome of bisligated vs. monoligated metal and that %Vbur (min) is a phys. meaningful and predictive representation of ligand structure in catalysis.

Science (Washington, DC, United States) published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Yennawar, Hemant P. published the artcile6,7-Diphenyl-5-thia-7-azaspiro[2.6]nonan-8-one, Category: quinuclidine, the publication is Acta Crystallographica, Section E: Structure Reports Online (2013), 69(11), o1659, database is CAplus and MEDLINE.

The asym. unit of the title compound, C₁₉H₁₉NOS, contains two independent mols. (A and B), in both of which the 1,3-thiazepan-4-one ring adopts a chair-type conformation. The dihedral angles between the two Ph rings are 65.28(8) and 60.31(9)° for mols. A and B, resp. In the crystal, mols. are linked by weak C-H···O interactions, resulting in a three-dimensional network. Crystallog. data and at. coordinates are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C28H18O4, Category: quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Koshel, S. G. published the artcileSynthesis of biphenylpolycarboxylic acids. II. Oxidation of cyclohexyltoluenes and methylbiphenyls to carboxylic acids, Category: quinuclidine, the publication is Zhurnal Organicheskoi Khimii (1992), 28(2), 363-6, database is CAplus.

Oxidation of 2-, 3-, and 4-cyclohexyltoluenes and -PhC₆H₄Me with O at 90° in AcOH containing Co(OAc)₂-MeCHO or Mn(OAc)₂-NaBr, resp., gave the corresponding title acids in 95-98% yield. The substrate reactivity increased in the stated order of isomers, owing to steric hindrance in the ortho isomers.

Zhurnal Organicheskoi Khimii published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Category: quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Meyer, Christopher S. published the artcileMesoscale modeling of ballistic impact experiments on a single layer of plain weave composite, Name: 4,4-Diaminodicyclohexyl methane, the publication is Composites, Part B: Engineering (2022), 109753, database is CAplus.

To gain fundamental understanding of energy absorbing mechanisms during high velocity impact of plain weave S-2 glass/epoxy composites, single layer composites are ballistically tested and modeled. To avoid boundary condition effects, targets were 0.6 m by 0.6 m with free boundaries. Targets were perforated by 17 grain, 0.22 caliber fragment simulating projectiles. Experiments focused on determining ballistic limit velocity and the associated damage modes. The experiments were simulated with a continuum finite element model with effective plain weave properties that predicted the ballistic limit velocity with 6% error. A mesoscale model that incorporates the woven fabric architecture and lower length scale energy absorbing mechanisms was also developed. The mesoscale model includes accurate geometry and fiber volume fraction, rate-dependent matrix behavior, and important damage mechanisms including tow-tow delamination, tow pullout and frictional sliding. The mesoscale model predicted ballistic limit velocity with 1% error and more accurately predicts the deformation modes during ballistic impact and penetration than the continuum modeling approach. The mesoscale model indicated two phases of penetration, the first dominated by momentum transfer and the second dominated by tow tension and pullout. In a materials-by-design framework, the mesoscale model was used to quantify energy dissipation and identify important damage mechanisms that could be optimized to provide improved ballistic penetration resistance.

Composites, Part B: Engineering published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Name: 4,4-Diaminodicyclohexyl methane.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Saito, Fumito published the artcileCritical Evaluation and Rate Constants of Chemoselective Ligation Reactions for Stoichiometric Conjugations in Water, Quality Control of 1353016-70-2, the publication is ACS Chemical Biology (2015), 10(4), 1026-1033, database is CAplus and MEDLINE.

Chemoselective ligation reactions have contributed immensely to the development of organic synthesis and chem. biol. However, the ligation of stoichiometric amounts of large mols. for applications such as protein-protein conjugates is still challenging. Conjugation reactions need to be fast enough to proceed under dilute conditions and chemoselective in the presence of unprotected functional groups; the starting materials and products must be stable under the reaction conditions. To compare known ligation reactions for their suitability under these conditions, we determined the second-order rate constants of ligation reactions using peptide substrates with unprotected functional groups. The reaction conditions, the chemoselectivity of the reactions, and the stability of the starting materials and products were carefully evaluated. In some cases, the stability could be improved by modifying the substrate structure. These data obtained under the ligation conditions provide a useful guide to choose an appropriate ligation reaction for synthesis of large mols. by covalent ligation reactions of unprotected substrates in water.

ACS Chemical Biology published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Quality Control of 1353016-70-2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Masutani, Yusuke published the artcileShape memory property of carbon fiber / epoxy resin composite materials, HPLC of Formula: 1761-71-3, the publication is Zairyo (2021), 70(1), 25-30, database is CAplus.

The authors investigated an effect of carbon fiber on shape memory property of carbon fiber / shape memory polymer (epoxy resin) composites by using dynamic mech. anal. (DMA), shape memory test, and mech. constitutive model. As a result of DMA, the storage modulus (E’) of the composite material (CF/EP) was improved by CF component, as compared with that of the pure epoxy resin (pure EP). Especially, E’ at rubbery region was remarkably increased with two decades. From the results of shape memory test, CF/EP showed good shape recovery behavior as well as pure EP. Contrary, the shape fixity ratio of CF/EP was lower than that of pure EP. This is because that the difference in E’ below / above the glass transition temperature (T_g) of CF/EP became smaller (less than one decade) than pure EP (two decades). In addition, the shape recovery of CF/EP started at lower temperature than T_g, although the recovery of pure EP showed around T_g. In order to examine the shape recovery behavior of CF/EP, the authors compared the viscoelastic properties of three samples, pure EP, CF layer and the composite. As a result, the CF layer had higher E’ than CF/EP, and no significant change in E’ occurred around T_g. From the results, the authors speculated that the CF layer acted as a shape recovery component for the composite material. Furthermore, the authors proposed a mech. constitutive model, in which the CF layer was assumed as the recover component, to qual. explain the shape recovery behavior of CF/EP composite. The simulated result by the constitutive model reproduced the trend of anomalous shape recovery behavior below T_g of CF/EP.

Zairyo published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, HPLC of Formula: 1761-71-3.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Tominaga, Ren published the artcileCo-continuous network polymers using epoxy monolith for the design of tough materials, COA of Formula: C13H26N2, the publication is Scientific Reports (2021), 11(1), 1431, database is CAplus and MEDLINE.

High-performance polymer materials that can exhibit distinguished mech. properties have been developed based on material design considering energy dissipation by sacrificial bond dissociation We now propose co-continuous network polymers (CNPs) for the design of tough polymer materials. CNP is a new composite material fabricated by filling the three-dimensionally continuous pores of a hard epoxy monolith with any cross-linked polymer having a low glass transition temperature (Tg). The structure and mech. properties of the CNPs containing epoxy resins, thiol-ene thermosets, and polyacrylates as the low-Tg components were investigated by differential scanning calorimetry, dynamic mech. anal., tensile tests as well as scanning electron microscopic observations and non-destructive 3D X-ray imaging in order to clarify a mechanism for exhibiting an excellent strength and toughness. It has been demonstrated that the mech. properties and fractural behavior of the CNPs significantly depend on the network structure of the filler polymers, and that a simultaneous high strength and toughness are achieved via the sacrificial fracture mechanism of epoxy-based hard materials with co-continuous network structures.

Scientific Reports published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C8H16O2, COA of Formula: C13H26N2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider