Category: 221012-82-4

Safety of (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine, is researched, Molecular C38H34N2O4P2, CAS is 221012-82-4, about Iridium-catalyzed asymmetric hydrogenation of pyridinium salts. Author is Ye, Zhi-Shi; Chen, Mu-Wang; Chen, Qing-An; Shi, Lei; Duan, Ying; Zhou, Yong-Gui.

A highly efficient iridium-catalyzed asym. hydrogenation of 2-substituted pyridinium salts is developed. A series of chiral 2-substituted piperidines were obtained in good to excellent yields and up to 93% ee.

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Application In Synthesis of (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine, is researched, Molecular C38H34N2O4P2, CAS is 221012-82-4, about The preparation of bi-functional organophosphine oxides as potential antitumor agents. Author is Lam, Kim-Hung; Chui, Chung-Hin; Gambari, Roberto; Wong, Raymond Siu-Ming; Cheng, Gregory Yin-Ming; Lau, Fung-Yi; Lai, Paul Bo-San; Tong, See-Wai; Chan, Kit-Wah; Wong, Wai-Yeung; Chan, Albert Sun-Chi; Tang, Johnny Cheuk-On.

Following previously reported pyridinyl phosphine oxides as antitumor agents, the com. available C2-axial chiral organophosphine ligand catalysts, such as 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) 1 and 2,2′,6,6′-tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine (P-Phos) 2 as a convenient source for producing organophosphine oxides were targeted as antitumor leads. Their corresponding chiral and racemic bi-phosphine oxides 3 and 4 can be obtained easily through a simple oxidation step with hydrogen peroxide, and their antitumor activities towards human hepatocellular carcinoma Hep3B cell line were reported. It was found that compound 3 shows stronger antitumor activity than that of 4, where axial chirality cannot improve their activity. Further athymic nude mice Hep3B xenograft model demonstrates the attractive in vivo antitumor potential of 3.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Advanced Synthesis & Catalysis called Highly Enantioselective Hydrogenation of Quinoline and Pyridine Derivatives with Iridium-(P-Phos) Catalyst, Author is Tang, Wei-Jun; Tan, Jing; Xu, Li-Jin; Lam, Kim-Hung; Fan, Qing-Hua; Chan, Albert S. C., which mentions a compound: 221012-82-4, SMILESS is COC(C=C1P(C2=CC=CC=C2)C3=CC=CC=C3)=NC(OC)=C1C4=C(OC)N=C(OC)C=C4P(C5=CC=CC=C5)C6=CC=CC=C6, Molecular C38H34N2O4P2, Name: (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine.

The use of a chiral iridium catalyst generated in situ from the (cyclooctadiene)iridium chloride dimer, [Ir(COD)Cl]2, the P-Phos ligand [4,4′-bis(diphenylphosphino)-2,2′,6,6′-tetramethoxy-3,3′-bipyridine] and iodine for the asym. hydrogenation of 2,6-substituted quinolines and 2-substituted 7,8-dihydroquinolin-5(6H)-ones is reported. The catalyst worked efficiently to hydrogenate a series of quinoline derivatives to provide chiral 1,2,3,4-tetrahydroquinolines in high yields and up to 96% ee. The hydrogenation was carried out at high S/C (substrate to catalyst) ratios of 2000-50000, reaching up to 4000 h-1 TOF (turnover frequency) and up to 43000 TON (turnover number). The catalytic activity is found to be additive-controlled. At low catalyst loadings, decreasing the amount of additive I2 was necessary to maintain the good conversion. The same catalyst system could also enantioselectively hydrogenate 2-substituted 7,8-dihydroquinolin-5(6H)-ones, affording the chiral hexahydroquinolinone derivatives in nearly quant. yields and up to 99% ee. Interestingly, increasing the amount of I2 favored high reactivity and enantioselectivity in this case. The high efficacy and enantioselectivity enable the present catalyst system of high practical potential.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 221012-82-4, is researched, SMILESS is COC(C=C1P(C2=CC=CC=C2)C3=CC=CC=C3)=NC(OC)=C1C4=C(OC)N=C(OC)C=C4P(C5=CC=CC=C5)C6=CC=CC=C6, Molecular C38H34N2O4P2Journal, Article, Angewandte Chemie, International Edition called Enantioselective Palladium-Catalyzed Hydrophosphinylation of Allenes with Phosphine Oxides: Access to Chiral Allylic Phosphine Oxides, Author is Yang, Zhiping; Wang, Jun, the main research direction is enantioselective palladium catalyzed hydrophosphinylation allene phosphine oxide; chiral allylic phosphine oxide preparation; aryl oxyallene phosphine oxide enantioselective preparation crystal mol structure; allene; allylic compound; hydrophosphinylation; palladium; synthetic method.Recommanded Product: 221012-82-4.

A Pd-catalyzed hydrophosphinylation of alkyl and aryl-oxyallenes with phosphine oxides has been developed for the efficient and rapid construction of a family of chiral allylic phosphine oxides with a diverse range of functional groups. This methodol. was further applied in the facile construction of chiral 2H-chromene and later stage functionalization of cholesterol.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine( cas:221012-82-4 ) is researched.SDS of cas: 221012-82-4.Wang, Zi-Xuan; Li, Bi-Jie published the article 《Construction of Acyclic Quaternary Carbon Stereocenters by Catalytic Asymmetric Hydroalkynylation of Unactivated Alkenes》 about this compound( cas:221012-82-4 ) in Journal of the American Chemical Society. Keywords: alkene acetylene iridium catalyst enantioselective regioselective chemoselective hydroalkynylation; alkyne stereoselective preparation; quaternary carbon stereocenter. Let’s learn more about this compound (cas:221012-82-4).

Quaternary carbon stereocenters are common structural motifs in organic synthesis. The construction of these stereocenters in a catalytic and enantioselective manner remains a prominent synthetic challenge. In particular, methods for the synthesis of alkyne-substituted quaternary carbon stereocenters are very rare. Previous catalytic systems for hydroalkynylation of alkenes create tertiary stereocenters. An iridium catalyzed asym. hydroalkynylation of nonactivated trisubstituted alkene is described. The hydroalkynylation of β,γ-unsaturated amides occurs with high regio- and enantioselectivities to afford alkyne-substituted acyclic quaternary carbon stereocenters. Computational and exptl. data suggest that the enantioselectivity is not only determined by the facial selectivity of the alkene but also by an alkene isomerization process. This strategy provides an efficient method to access alkyne-substituted acyclic quaternary carbon stereocenters with minimally functionalized starting materials.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 221012-82-4, is researched, Molecular C38H34N2O4P2, about Ru-catalyzed highly enantioselective hydrogenation of β-alkyl-substituted β-(acylamino)acrylates, the main research direction is beta amino acid enantioselective preparation; bipyridyldiphosphine ruthenium complex enantioselective hydrogenation beta amino acrylate; enantioselective hydrogenation beta amino acrylate bipyridyldiphosphine ruthenium rhodium complex; rhodium bipyridyldiphosphine complex enantioselective hydrogenation Z beta aminoacrylate; ruthenium bipyridyldiphosphine complex enantioselective hydrogenation E beta aminoacrylate.Computed Properties of C38H34N2O4P2.

β-Alkyl-substituted (E)-β-(acylamino)-acrylates R1C(AcNH):CHCO2R2 (R1 = Me, Et, EtCH2, Me2CH, Me3C; R2 = Me, Et) undergo enantioselective hydrogenation in the presence of the nonracemic bipyridyldiphosphine I (R = 3,5-Me2C6H3) and [RuCl2(benzene)]2 to provide β-aminoesters R1CH(NHAc)CH2CO2R2 in up to 99.7% ee. (Z)-β-(acylamino)-acrylates R1C(AcNH):CHCO2R2 (R1 = Me, Et, EtCH2, Me2CH, Me3C; R2 = Me, Et) undergo enantioselective hydrogenation in the presence of nonracemic bipyridyldiphosphine I (R = 3,5-Me2C6H3) and Rh(COD)2BF4 to provide β-aminoesters R1CH(NHAc)CH2CO2R2 in 57-82% ee. Hydrogenation does not occur in the presence of ruthenium or rhodium complexes of I (R = Ph, 4-MeC6H4, 3,5-Me2C6H3) in aprotic solvents; methanol is found to be the optimal solvent. Decreasing the hydrogen pressure increases the enantioselectivity marginally, with 4 atm. of hydrogen pressure being optimal. Ruthenium complexes of I give higher enantioselectivities for hydrogenation of (E)-β-aminoacrylates than the corresponding rhodium complexes; for the hydrogenation of (Z)-β-aminoacrylates, rhodium complexes of I give higher enantioselectivities than the corresponding ruthenium complexes. Variations in the electronic and steric properties of the dipyridylphosphine ligand, variation of the transition metal used, and variations in the enamine stereochem. influence the rate and enantioselectivity of the hydrogenation of β-(acylamino)acrylates.

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Quinoxaline – Wikipedia,
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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Cuihua Xuebao called One-step synthesis of chiral dimethyl 2-oxo-3-phenyl-glutarate in the asymmetric triple-carbonylation of styrene, Author is Wang, Lailai; Zhang, Qinsheng; Cui, Yuming, which mentions a compound: 221012-82-4, SMILESS is COC(C=C1P(C2=CC=CC=C2)C3=CC=CC=C3)=NC(OC)=C1C4=C(OC)N=C(OC)C=C4P(C5=CC=CC=C5)C6=CC=CC=C6, Molecular C38H34N2O4P2, Electric Literature of C38H34N2O4P2.

One-step synthesis of chiral di-Me 2-oxo-3-phenyl-glutarate via asym. triple-carbonylation of styrene catalyzed by palladium complex with chiral 2,2′,6,6′-tetramethoxy-4,4′-bis(diphenylphosphine)-3,3′-bipyridine is reported.

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Quinoxaline – Wikipedia,
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Formula: C38H34N2O4P2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine, is researched, Molecular C38H34N2O4P2, CAS is 221012-82-4, about Asymmetric hydrogenation of quinolines with recyclable and air-stable iridium catalyst systems. Author is Chan, Sau Hing; Lam, Kim Hung; Li, Yue-Ming; Xu, Lijin; Tang, Weijun; Lam, Fuk Loi; Lo, Wai Hung; Yu, Wing Yiu; Fan, Qinghua; Chan, Albert S. C..

The iridium complex-catalyzed asym. hydrogenation of quinolines in a poly(ethylene glycol) di-Me ether (DMPEG)/hexane biphasic system was studied. Catalysts with C2-sym. ligands such as Xyl-P-Phos, Cl-MeO-BIPHEP, SYNPHOS, and DifluorPhos are highly effective for this type of reaction. Most of the catalysts tested can be retained in DMPEG (Mn = 500), and the asym. hydrogenation of various quinoline substrates can be carried out in DMPEG/hexane biphasic system with up to 92% ee. The catalysts and the products can be separated via simple phase separation, and the reactivity/stereoselectivity of the catalysts can be retained for at least three reaction cycles.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 221012-82-4, is researched, SMILESS is COC(C=C1P(C2=CC=CC=C2)C3=CC=CC=C3)=NC(OC)=C1C4=C(OC)N=C(OC)C=C4P(C5=CC=CC=C5)C6=CC=CC=C6, Molecular C38H34N2O4P2Journal, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Kinetic Resolution of 2-Substituted 2,3-Dihydro-4-pyridones by Palladium-Catalyzed Asymmetric Allylic Alkylation: Catalytic Asymmetric Total Synthesis of Indolizidine (-)-209I, Author is Lei, Bai-Lin; Zhang, Qing-Song; Yu, Wei-Hua; Ding, Qiu-Ping; Ding, Chang-Hua; Hou, Xue-Long, the main research direction is dihydropyridone palladium PPhos asym allylic alkylation kinetic resolution catalyst; allyl dihydropyridone stereoselective preparation; indolizidine 209I total synthesis.Formula: C38H34N2O4P2.

The kinetic resolution of 2-substituted-2,3-dihydro-4-pyridones was realized via a Pd-catalyzed allylic substitution reaction using a com. available (S)-P-Phos as a ligand, affording optically active dihydropyridones and C-allylated dihydropyridones in high yields and good enantioselectivities with the S-factor up to 43. With this protocol, a catalytic asym. total synthesis of indolizidine (-)-209I (I) was realized for the first time.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine( cas:221012-82-4 ) is researched.Application of 221012-82-4.Zhang, Xi-Chang; Wu, Yan; Yu, Feng; Wu, Fei-Fei; Wu, Jing; Chan, Albert S. C. published the article 《Application of Copper(II)-Dipyridylphosphine Catalyst in the Asymmetric Hydrosilylation of Simple Ketones in Air》 about this compound( cas:221012-82-4 ) in Chemistry – A European Journal. Keywords: ketone hydrosilylation copper pyridylphosphine catalyst; secondary alc asym preparation. Let’s learn more about this compound (cas:221012-82-4).

A copper(II) salt/chiral dipyridylphosphine/PhSiH3 system (see scheme) acts as a very effective and practical catalyst for the asym. reduction of heteroaromatic and other types of ketones in air with good-to-excellent enantioselectivities (up to 94 %), giving many chiral alcs. that are intermediates for physiol. active compounds Remarkable temperature effects were observed for some heteroaromatic ketones.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider