Heterocyclic Building Blocks-Quinuclidine

Yang, Ya-Jun published the artcileDesign, synthesis and biological evaluation of dipeptides as novel non-covalent 20S proteasome inhibitors, Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Journal of Asian Natural Products Research (2021), 23(5), 436-451, database is CAplus and MEDLINE.

Based on the interaction modes of the natural 20S proteasome inhibitors , we have previously discovered a dipeptide . To explore the SAR around compound , we designed and synthesized a series of dipeptides () with a fragment-based strategy. Among them, nine compounds showed significant inhibitory activities against the chymotrypsin-like activity of human 20S proteasome with IC₅₀ values at the submicromolar level, which were comparable or even superior to the parent compound Meanwhile, they displayed no significant inhibition against trypsin-like and caspase-like activities of 20S proteasome. The results suggested the feasibility to design dipeptides as novel and potent 20S proteasome inhibitors.

Journal of Asian Natural Products Research 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 C12H14IN, Recommanded Product: 4-Cyclohexylbenzoic acid.

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

Li, Jian-Jun published the artcileCu-Catalyzed C-H Alkenylation of Benzoic Acid and Acrylic Acid Derivatives with Vinyl Boronates, Application of 4-Cyclohexylbenzoic acid, the publication is Organic Letters (2020), 22(12), 4692-4696, database is CAplus and MEDLINE.

An efficient Cu-catalyzed C-H alkenylation with acyclic and cyclic vinyl boronates was realized for the first time under mild conditions. The scope of the vinyl borons and the compatibility with functional groups including heterocycles are superior than Pd-catalyzed C-H coupling with vinyl borons, providing a reliable access to multisubstituted alkenes and dienes. Subsequent hydrogenation of the product from the internal vinyl borons will lead to installation of secondary alkyls.

Organic Letters 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, Application of 4-Cyclohexylbenzoic acid.

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

Lai, Zhencheng published the artcileRedox Cyclization of Amides and Sulfonamides with Nitrous Oxide for Direct Synthesis of Heterocycles, Application In Synthesis of 20029-52-1, the publication is Organic Letters (2020), 22(5), 2017-2021, database is CAplus and MEDLINE.

A redox cyclization of amides R¹C(O)NHR² (R¹ = C₆H₅, 1-naphthyl, 5-methylthiophen-2-yl, etc.; R² = Me, t-Bu, cyclopropyl, etc.) and sulfonamides 4-R³C₆H₄S(O)₂NHR⁴ (R³ = H, Me, t-Bu, Ph, OMe, Cl; R⁴ = Me, t-Bu, cyclopropyl, etc.) with nitrous oxide (N₂O) for the direct synthesis of heterocycles, e.g., I has been described. Various amides and sulfonamides could undergo directed ortho metalation (DoM) by treatment with BuLi, and the lithium intermediate could be trapped by N₂O gas to achieve redox cyclization. N₂O serves as an N-atom donor to mediate the intramol. coupling of lithium species toward heterocycle formation with free external oxidant. This protocol offers a direct synthesis of heterocycles with features of readily available starting materials, simple operation, and a broad substrate scope.

Organic Letters 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, Application In Synthesis of 20029-52-1.

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

Kumar, Amit published the artcileHydrogenative Depolymerization of Nylons, Synthetic Route of 1761-71-3, the publication is Journal of the American Chemical Society (2020), 142(33), 14267-14275, database is CAplus and MEDLINE.

The widespread crisis of plastic pollution demands discovery of new and sustainable approaches to degrade robust plastics such as nylons. Using a green and sustainable approach based on hydrogenation, in the presence of a ruthenium pincer catalyst at 150 oC and 70 bar H2, we report here the first example of hydrogenative depolymerization of conventional, widely used nylons, and polyamides in general. Under the same catalytic conditions, we also demonstrate the hydrogenation of a polyurethane to produce diol, diamine and methanol. Addnl., we demonstrate an example where monomers (and oligomers) obtained from the hydrogenation process can be dehydrogenated back to a poly(oligo)amide of approx. similar mol. weight, thus completing a closed loop cycle for recycling of poly-amides. Based on the exptl. and DFT studies, we propose a catalytic cycle for the process that is facilitated by metal-ligand cooperativity. Overall, this unprecedented transformation, albeit at the proof of concept level, offers a new approach towards a cleaner route to recycling nylons.

Journal of the American Chemical Society 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, Synthetic Route of 1761-71-3.

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

Park, Nathaniel H. published the artcileDesign of New Ligands for the Palladium-Catalyzed Arylation of α-Branched Secondary Amines, SDS of cas: 1160556-64-8, the publication is Angewandte Chemie, International Edition (2015), 54(28), 8259-8262, database is CAplus and MEDLINE.

In Pd-catalyzed C-N cross-coupling reactions, α-branched secondary amines are difficult coupling partners and the desired products are often produced in low yields. In order to provide a robust method for accessing N-aryl α-branched tertiary amines, new catalysts have been designed to suppress undesired side reactions often encountered when these amine nucleophiles are used. These advances enabled the arylation of a wide array of sterically encumbered amines, highlighting the importance of rational ligand design in facilitating challenging Pd-catalyzed cross-coupling reactions.

Angewandte Chemie, International Edition 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, SDS of cas: 1160556-64-8.

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

Chadwick, Ryan C. published the artcileScalable synthesis of strained cyclooctyne derivatives, Formula: C19H15NO3, the publication is Synthesis (2014), 46(5), 669-677, 9 pp., database is CAplus.

Modifications to the Popik synthesis of azadibenzocyclooctyne (DIBAC) derivatives are described, which avoids tedious purifications and dramatically improves the yield. A new and analogous route to biarylazacyclooctynone (BARAC) through an amide disconnection was also attempted. The BARAC derivatives prepared were found to be unstable under the conditions employed, undergoing a known rearrangement. Finally, the synthesis of a difluoro-DIBAC derivative with a second-order rate constant intermediate between DIBAC and BARAC derivatives (0.50 M-1) is described. While more difficult to synthesize, this mol. was found to be considerably more stable than any BARAC derivatives that were prepared

Synthesis 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, Formula: C19H15NO3.

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

Sathyanarayana, Pochampalli published the artcileIodine-catalyzed oxidative C-C bond cleavage for benzoic acids and benzamides from alkyl aryl ketones, HPLC of Formula: 20029-52-1, the publication is RSC Advances (2016), 6(27), 22749-22753, database is CAplus.

Iodine-catalyzed oxidative C-C bond cleavage has been performed for the facile synthesis of both benzoic acids and benzamides from readily available alkyl aryl ketones. Addnl. benzylidene acetones and phenylacetylenes were also converted to the corresponding aromatic acids under the same conditions. This approach features the use of inexpensive iodine as a catalyst, broad substrate scope and open air conditions.

RSC Advances 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, HPLC of Formula: 20029-52-1.

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

Hubbard, Robert L. published the artcileAn empirically derived model for further increasing microwave curing rates of epoxy-amine polymerizations, Product Details of C13H26N2, the publication is Journal of Applied Polymer Science (2021), 138(1), 49635, database is CAplus.

The reaction rates of common epoxy resins with diamine crosslinking agents in uniform microwave fields have been compared according to a variety of structural features. A statistically designed exptl. matrix was used to determine that the curing rates were linearly dependent on only two significant variables, amine basicity, and degrees of rotational freedom (entropy) of the reactants. Surprisingly, the mol. polarizability, which is commonly understood to be responsible for the transfer of microwave electromagnetic energy to mols. with permanent dipoles, had no significant effect even as a dependent variable. A very high probability model was produced that accurately predicts the reactivities of epoxide and diamine reactants with respect to specific structural features. Further evidence is provided for a dominant linear pregelation polymerization and a uniform microwave reaction field.

Journal of Applied Polymer Science 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, Product Details of C13H26N2.

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

Mayes, Horace A. published the artcileNitration of phenylcyclohexane and of its p-halogen derivatives, Category: quinuclidine, the publication is Journal of the Chemical Society (1929), 500-8, database is CAplus.

Cyclohexyl chloride (62 g.), 160 g. PhCl and 14 g. AlCl₃ give 74 g. p-chlorophenylcyclohexane (I), b₁₀ 134°, b₁₅ 140°, b₁₉ 145°, d₄²⁵ 1.065, n_D²⁵, 1.5386. Oxidation gives p-ClC₆H₄-CO₂H. The p-Br derivative (II), b₂₃ 160°, d₄²⁵ 1.283, n_D²⁵ 1.5584, results similarly in 65% yield. The p-NH₂: derivative, through diazo reaction, gives the p-I derivative (III), b₂₁ 185°’, b₁₁ 174°, d₄¹⁹ 1.448, n_D²⁵ 1.5900. Nitration of phenyleyclohexane in AcOH at 0° gives 62.2% of the p-NO₂ derivative, m. 57.5-8.5°; the o-NO₂ derivative, b₁₀ 174°, d₄²³ 1.111, n_D²⁶ 1.5472. With HNO₃ (d. 1.5) at 0° there results the p-NO₂ derivative and the 2,4-di-NO₂ derivative, pale yellow, m. 57°. p-Aminophenylcyclohexane, m. 55°, results almost quant. by reducing with Fe and very dilute HCl; Ac derivative, m. 129°; 2-NO₂ derivative, yellow, m. 65°, reduced to the 2,4-di-NH₂ derivative, m. 108° (Ac derivative, m. 268°). I, added to 8 times its weight of HNO₃ (d. 1.5) at 0° to -5°, gives the 2,5-di-NO₂ derivative (IV), m. 92°; 4-piperidino derivative, orange-yellow, m. 108°. Nitration of I in AcOH at 5-10° gives about 56% of the 3-NO₂ derivative Nitration of II gives 38% of the 3-NO₂ compound III and HNO₃ give p-IC₆H₄NO₂. p-Acetylphenylcyclohexane, m. 68-9°, in 60% yield from phenylcyclohexane, AcCl, AlCl₃ and CS₂; phenylhydrazone, yellow, m. 105°. Oxidation gives p-cyclohexylbenzoic acid, m. 109° (Na salt, needles). Reduction of IV gives 4-chloro-2,5-diaminophenylcyclohexane, m. 95-6°.

Journal of the Chemical Society 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

Tanaka, Takaaki published the artcileElectrical properties of crosslinked aliphatic polyurea thin films prepared by vapor deposition polymerization, Synthetic Route of 1761-71-3, the publication is Japanese Journal of Applied Physics (2020), 59(3), 036502, database is CAplus.

Vapor deposition polymerization (VDP) is a method for producing high-performance polymeric thin films, such as polyimide, polyamide and polyurea, by co-evaporation of two types of bi-functional monomers on the substrate surface. Polymeric films obtained by VDP have a high dielec. constant and high breakdown voltage and low impurity content due to being solvent-free. In this study, polyurea thin films were prepared by VDP. The relation between the elec. properties and the chem. structures was investigated by IR spectroscopy. The IR spectra of the crosslinked aliphatic polyurea thin films indicated strong intermol. hydrogen bonds even in the disordered network structure without mol. orientation. In addition, the crosslinking agent gave rise to an increase in the concentration of urea groups. Both effects of the crosslinking agent may have contributed to the simultaneous improvement of the dielec. constant and the dielec. loss, even though they generally have a trade-off relationship.

Japanese Journal of Applied Physics 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 C8H5IO, Synthetic Route of 1761-71-3.

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