Heterocyclic Building Blocks-Quinuclidine

Cheng, Jin-tao published the artcileSynthesis of 1-(mercaptomethyl)cyclopropane acetic acid, Related Products of quinuclidine, the publication is Guangzhou Huagong (2010), 38(6), 92-93, database is CAplus.

1-(Mercaptomethyl) cyclopropane acetic acid, the key intermediate of montelukast, was prepared from 1,1-bis(hydroxymethyl)cyclopropane by ring-formation reaction, cyanation reaction, esterification reaction, aldol reaction, and hydrolytic reaction, with 49.5% overall yield.

Guangzhou Huagong 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 C6H10O2S, Related Products of quinuclidine.

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

Liang, Xiao published the artcileCopper/Palladium Bimetallic System for the Synthesis of Isobenzofuranones through [4 + 1] Annulation between Propiophenones and Benzoic Acids, HPLC of Formula: 20029-52-1, the publication is Organic Letters (2020), 22(24), 9568-9573, database is CAplus and MEDLINE.

A copper/palladium-catalyzed annulation from benzoic acids and propiophenones for the synthesis of isobenzofuranones was reported. The Cu-(2,2,6,6-tetramethylpiperidin-1-yl)oxyl system showed a great ability to activate the C-H bond on the α- and β-carbons of a carbonyl group, and the in situ-generated enone intermediate in this reaction could be further transformed to construct isobenzofuranones with the catalysis of Pd(dba)₂ (dba = dibenzylideneacetone). Various isobenzofuranones could be obtained in moderate to good yields, and a great atom economy was highlighted by utilizing this method.

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, HPLC of Formula: 20029-52-1.

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

Liu, Yingchun published the artcileVertically aligned dopamine-reduced graphene oxide with high thermal conductivity for epoxy nanocomposites, Category: quinuclidine, the publication is Journal of Materials Science (2020), 55(21), 8917-8929, database is CAplus.

Designing ordered fillers arrangement and superior interfacial adhesion between fillers and matrix can improve the thermal conductivity (TC) of composites. Here, bioinspired dopamine chem. was firstly used to reduce graphene oxide (GO) and introduce polydopamine nanoparticles on the surface of GO. Then, a well-aligned epoxy/reduced GO films (EP/RGFs) nanocomposites were prepared via the simple vacuum impregnation. Compared with the random distribution of fillers in a traditional blending composite, fillers were selectively distributed in matrix and continuous thermal conductive network structures were constructed in this strategy. As a result, the nanocomposite exhibited a high TC of 0.913 W m^-1 K^-1 which is 4.8 times higher than pure EP. In addition, curing kinetics showed that RGFs were similar to an amine-type curing agent that reacted with EP and bonded them tightly, and its nanocomposites reaction activation energy is lower than that of pure EP. These results indicated RGFs possessed excellent interface compatibility with EP and suppressing effectively the phonon scattering at the EP-RGFs interface. Cooling experiments showed that nanocomposites can reduce by about 10°C for a hot source (80°C), demonstrating it can transfer efficiently heat energy from the heat source. This study provides an effective method for the preparation of high-performance thermal management composites.

Journal of Materials 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, Category: quinuclidine.

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

White, Derick R. published the artcileSynthesis of Polycyclic Nitrogen Heterocycles via Cascade Pd-Catalyzed Alkene Carboamination/Diels-Alder Reactions, Safety of 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Organic Letters (2015), 17(10), 2378-2381, database is CAplus and MEDLINE.

Cascade Pd-catalyzed alkene carboamination/Diels-Alder reactions between bromodienes and amines bearing two pendant alkenes are described [e.g., amine I + 9-bromoanthracene → II (57%)]. These transformations generate 4 bonds, 3 rings, and 3-5 stereocenters to afford polycyclic nitrogen heterocycles with high diastereoselectivity.

Organic Letters 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 C12H20O6, Safety of 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine.

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

White, Derick R. published the artcileStereocontrolled Synthesis of Amino-Substituted Carbocycles by Pd-Catalyzed Alkene Carboamination Reactions, Synthetic Route of 1160556-64-8, the publication is Chemistry – A European Journal (2017), 23(23), 5419-5423, database is CAplus and MEDLINE.

Amino-substituted alkylidenecyclopentanes, e.g., I were synthesized through a stereoselective intermol. Pd-catalyzed alkene carboamination reaction between alkenyl triflates bearing a pendant alkene and exogenous amine nucleophiles. The reactions are effective with a range of different substrate combinations, and proceed with generally high diastereoselectivity. Use of (S)-tBuPhox as the ligand in reactions of achiral substrates provides enantioenriched products with up to 98.5:1.5 e.r.

Chemistry – A European Journal 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 C9H11BO3, Synthetic Route of 1160556-64-8.

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

Peterson, Luke J. published the artcilePalladium-Catalyzed Alkene Carboamination Reactions of Electron-Poor Nitrogen Nucleophiles, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Advanced Synthesis & Catalysis (2015), 357(10), 2339-2344, database is CAplus and MEDLINE.

Modified reaction conditions that facilitate Pd-catalyzed alkene carboamination reactions of electron-deficient nitrogen nucleophiles are reported. Pent-4-enylamine derivatives bearing N-tosyl or N-trifluoroacetyl groups are coupled with aryl triflates to afford substituted pyrrolidines in good yield. These reactions proceed via a mechanism involving anti-aminopalladation of the alkene, which differs from previously reported analogous reactions of N-aryl- and N-Boc-pentenylamines. The application of these conditions to a formal synthesis of (+/-)-aphanorphine is also described.

Advanced Synthesis & Catalysis 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

Hutt, Johnathon T. published the artcileSynthesis of 2,3-dihydrobenzofurans via the palladium catalyzed carboalkoxylation of 2-allylphenols, Computed Properties of 1160556-64-8, the publication is Organic Chemistry Frontiers (2016), 3(10), 1314-1318, database is CAplus and MEDLINE.

A new Pd-catalyzed alkene carboalkoxylation strategy for the preparation of 2,3-dihydrobenzofurans, e.g., I was described. This method effects the coupling of readily available 2-allylphenol derivatives with aryl triflates to generate a wide range of functionalized 2,3-dihydrobenzofurans in good yields and diastereoselectivities (up to > 20:1). Use of newly developed reaction conditions that promote anti-heteropalladation of the alkene was essential in order to generate products in high yield.

Organic Chemistry Frontiers 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, Computed Properties of 1160556-64-8.

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

Mishra, Jitendra K. published the artcileStudies toward a Library of Tetrahydrofurans: Click and MCR Products of Mono- And Bis-Tetrahydrofurans, Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Journal of Combinatorial Chemistry (2010), 12(5), 609-612, database is CAplus and MEDLINE.

The synthesis of tetrahydrofuran-based hybrid mols. using the Sharpless azide-alkyne Click reaction and the Ugi and Biginelli multicomponent reactions as key transformations is presented. Numerous mono- and bis-tetrahydrofuran triazoles, peptides, and acyclic and cyclic urea derivatives with diverse structural features, e.g. I and II, were prepared in fair to good yields from the readily available mono- and bis-tetrahydrofuranyl azides and amines.

Journal of Combinatorial Chemistry 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, Recommanded Product: 4-Cyclohexylbenzoic acid.

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

Ai, Teng published the artcile5-((3-Amidobenzyl)oxy)nicotinamides as Sirtuin 2 Inhibitors, Computed Properties of 20029-52-1, the publication is Journal of Medicinal Chemistry (2016), 59(7), 2928-2941, database is CAplus and MEDLINE.

Derived from the previously reported human sirtuin 2 (SIRT2) inhibitors that were based on a 5-aminonaphthalen-1-yloxy nicotinamide core structure, 5-((3-amidobenzyl)oxy)nicotinamides offered excellent activity against SIRT2 and high isoenzyme selectivity over SIRT1 and SIRT3. Selected compounds also exhibited generally favorable in vitro absorption, distribution, metabolism, and excretion properties. Kinetic studies revealed that a representative SIRT2 inhibitor acted competitively against both NAD⁺ and the peptide substrate, an inhibitory modality that was supported by the computational study. More importantly, two selected compounds I and II exhibited significant protection against α-synuclein aggregation-induced cytotoxicity in SH-SY5Y cells. Therefore, 5-((3-amidobenzyl)oxy)nicotinamides represent a new class of SIRT2 inhibitors that are attractive candidates for further lead optimization in the continued effort to explore selective inhibition of SIRT2 as a potential therapy for Parkinson’s disease.

Journal of Medicinal Chemistry 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, Computed Properties of 20029-52-1.

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

Shaw, Subrata published the artcileAsymmetric Catalysis with Iron-Salen Complexes, Safety of 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, the publication is Synthesis (2016), 48(17), 2768-2780, database is CAplus.

Iron(III)-salen complexes based on a chiral cis-2,5-diaminobicyclo[2.2.2]octane scaffold are used as catalysts for a variety of stereoselective reactions. High enantio- and diastereoselectivities can be achieved with these catalysts in sulfa-Michael conjugate addition to acyclic α,β-unsaturated ketones, in regioselective δ-addition of thiols to acyclic α,β,γ,δ-unsaturated ketones, and in Conia-ene carbocyclization of alkynyl-substituted β-dicarbonyl compounds The use of these chiral iron-salen complexes as catalysts provides a new method for conducting these three important reactions under environmentally sustainable conditions.

Synthesis 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 C39H35N5O8, Safety of 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid.

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