October 14, 2022 | Page 5 of 8 | Chiral phosphine ligands

Okamoto, Ryuichi’s team published research in Organic Letters in 2011-09-16 | 139139-86-9

Organic Letters published new progress about Alkenynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, HPLC of Formula: 139139-86-9.

Okamoto, Ryuichi; Okazaki, Eri; Noguchi, Keiichi; Tanaka, Ken published the artcile< Rhodium-catalyzed olefin isomerization/enantioselective intramolecular Alder-ene reaction cascade>, HPLC of Formula: 139139-86-9, the main research area is dihydrobenzofuran dihydronaphthofuran derivative enantioselective synthesis; enyne olefin isomerization Alder ene reaction Rh chiral ligand.

The olefin isomerization/enantioselective intramol. Alder-ene reaction cascade was achieved by using a cationic rhodium(I)/(R)-BINAP complex as a catalyst. A variety of substituted dihydrobenzofurans e. g., I and dihydronaphthofurans e. g., II were obtained from phenol- or naphthol-linked 1,7-enynes, resp., with good yields and ee values.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Kishore, Nand’s team published research in Journal of Chemical Thermodynamics in 1999-02-28 | 606-68-8

Journal of Chemical Thermodynamics published new progress about Equilibrium constant. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Application of C21H27N7Na2O14P2.

Kishore, Nand; Holden, Marcia J.; Tewari, Yadu B.; Goldberg, Robert N. published the artcile< A thermodynamic investigation of some reactions involving prephenic acid>, Application of C21H27N7Na2O14P2, the main research area is thermodn prephenate dehydratase dehydrogenase.

Calorimetric enthalpies of reaction have been measured for the following enzyme-catalyzed reactions at the temperature 298.15 K: prephenate(aq) = phenylpyruvate(aq) + carbon dioxide(aq), prephenate(aq) + NADox(aq) + H2O(l) = 4-hydroxyphenylpyruvate(aq) + NADred(aq) + carbon dioxide(aq). Here, NADox and NADred are, resp., the oxidized and reduced forms of β-NAD. The enzymes that catalyze these resp. reactions, prephenate dehydratase and prephenate dehydrogenase, were prepared by expression of the appropriate plasmids using the techniques of mol. biol. The calorimetric measurements together with the equilibrium modeling calculations lead to a standard molar enthalpy change ΔrHom = -(126±5) kJ·mol-1 for the reference reaction: prephenate2-(aq) = phenylpyruvate-(aq) + HCO3-(aq). Similarly, ΔrHom = -(74±3) kJ·mol-1 for the reference reaction: prephenate2-(aq) + NADox-(aq) + H2O(l) = 4-hydroxyphenylpyruvate-(aq) + NADred2-(aq) + HCO3-(aq) + H+(aq). Both results pertain to T = 298.15 K and ionic strength I = 0. Benson estimates for the entropies lead to approx. values of the equilibrium constants K ≈ 1×1026 and K ≈ 1×1012, resp., for the above two reference reactions. (c) 1999 Academic Press.

Frattini, Domenico’s team published research in Journal of Industrial and Engineering Chemistry (Amsterdam, Netherlands) in 2019-12-25 | 606-68-8

Journal of Industrial and Engineering Chemistry (Amsterdam, Netherlands) published new progress about Carbon nanotubes. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, HPLC of Formula: 606-68-8.

Frattini, Domenico; Hyun, Kyuhuan; Kwon, Yongchai published the artcile< Direct electrochemistry of lactate dehydrogenase in aqueous solution system containing L(+)-lactic acid, β-nicotinamide adenine dinucleotide, and its reduced form>, HPLC of Formula: 606-68-8, the main research area is lactic acid nicotinamide adenine dinucleotide lactate dehydrogenase electrochem.

Using lactate dehydrogenase (LDH) for lactate detection in biosensors is fascinating but still challenging because in-situ bioelectrochem. sensors are still at the research stage due to the lack of reliable information about the direct electrochem. of systems not involving redox mediators. To provide reliable information, the direct electrochems. of aqueous solution systems containing L(+)-lactic acid (Lac), β-NAD (NAD+) and its reduced form (NADH) is investigated using (i) free-standing LDH and (ii) LDH immobilized on carbon nanotubes (CNT). Results show that there is one peak for NADH oxidation and one peak for the NAD+ reduction while the conversion of lactate is observed in the aqueous solution In addition, the peak for NADH oxidation may disappear or be shifted irreversibly. As a result, the detection of lactate relies on the type of solution The conventional mechanisms explaining these phenomena are too superficial and hard to interpret, thus, in this work, we suggest a new interpretation method explaining the empirical behavior of lactate detection. In this prospect, the role of chem. equilibrium related to the conversion of lactate into pyruvate that is catalyzed by LDH is important and this is sequentially elucidated, while the rate-determining step for lactate detection is suggested.

Kashima, Kenichi’s team published research in European Journal of Organic Chemistry in 2015 | 139139-93-8

European Journal of Organic Chemistry published new progress about Alkadiynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Formula: C44H40P2.

Kashima, Kenichi; Ishii, Masahiro; Tanaka, Ken published the artcile< Synthesis of Pyridylphosphonates by Rhodium-Catalyzed [2+2+2] Cycloaddition of 1,6- and 1,7-Diynes with Diethyl Phosphorocyanidate>, Formula: C44H40P2, the main research area is diyne cycloaddition enantioselective phosphorocyanidate preparation pyridylphosphonate fluorescence.

The convenient and atom-economical synthesis of substituted bicyclic pyridylphosphonates was achieved by the cationic Rh(I)/H8-binap-complex-catalyzed [2+2+2] cycloaddition of 1,6- and 1,7-diynes with di-Et phosphorocyanidate. These reactions may proceed via an azarhodacyclopentadiene intermediate in addition to the rhodacyclopentadiene intermediate.

Tabuchi, Sho’s team published research in Angewandte Chemie, International Edition in 2016 | 139139-93-8

Angewandte Chemie, International Edition published new progress about Active methylene compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Reference of 139139-93-8.

Tabuchi, Sho; Hirano, Koji; Miura, Masahiro published the artcile< Palladium-Catalyzed Asymmetric Benzylic Alkylation of Active Methylene Compounds with α-Naphthylbenzyl Carbonates and Pivalates>, Reference of 139139-93-8, the main research area is palladium catalyst asym benzylic alkylation active methylene compound; asymmetric catalysis; kinetic resolution; ligand effects; palladium; synthetic methods.

A Pd/(R)-H8-BINAP-catalyzed asym. benzylic alkylation of active methylene compounds has been developed. The reaction proceeds without the use of an external base, and the starting racemic diarylmethyl carbonates are converted into the optically active coupling products which contain the benzylic chiral stereocenter by a dynamic kinetic asym. transformation (DYKAT). Addnl., with suitable carbonates bases, the same palladium catalysis allows the corresponding pivalates to be adopted in the same DYKAT process.

Wada, Azusa’s team published research in Organic Letters in 2007-03-29 | 139139-86-9

Organic Letters published new progress about [2+2] Cycloaddition reaction, stereoselective ([2+2+2]). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, HPLC of Formula: 139139-86-9.

Wada, Azusa; Noguchi, Keiichi; Hirano, Masao; Tanaka, Ken published the artcile< Enantioselective Synthesis of C2-Symmetric Spirobipyridine Ligands through Cationic Rh(I)/Modified-BINAP- Catalyzed Double [2 + 2 + 2] Cycloaddition>, HPLC of Formula: 139139-86-9, the main research area is bis diynenitrile rhodium chiral Segphos BINAP enantioselective double cycloaddition; sym spirobipyridine stereoselective preparation ligand; enantioselective double cycloaddition catalyst rhodium chiral Segphos BINAP.

Enantioenriched C2-sym. spirobipyridine ligands were efficiently synthesized through a cationic rhodium(I)/(R)-Segphos or (R)-H8-BINAP complex-catalyzed enantioselective intramol. double [2 + 2 + 2] cycloaddition of bis-diynenitriles.

Trost, Barry M’s team published research in Journal of the American Chemical Society in 2003-07-23 | 152140-65-3

Journal of the American Chemical Society published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation). 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Recommanded Product: N,N’-(11R,12R)-(9,10-Dihydro-9,10-ethanoanthracene-11,12-diyl)bis[2-(diphenylphosphino)benzamide].

Trost, Barry M.; Tang, Weiping published the artcile< Migratory Hydroamination: A Facile Enantioselective Synthesis of Benzomorphans>, Recommanded Product: N,N’-(11R,12R)-(9,10-Dihydro-9,10-ethanoanthracene-11,12-diyl)bis[2-(diphenylphosphino)benzamide], the main research area is benzomorphan alkaloid asym preparation; diastereoselective cycloisomerization benzomorphan alkaloid asym preparation; migratory hydroamination benzomorphan alkaloid asym preparation; asym allylic alkylation benzomorphan alkaloid asym preparation.

A highly efficient, general strategy for the enantioselective synthesis of benzomorphans (45-46% overall yield from com. available material) is described. The new synthesis demonstrates the effectiveness of an unprecedented diastereoselective cycloisomerization via migratory hydroamination and the power of palladium-catalyzed asym. allylic alkylation (AAA) of simple ketone enolates in the context of complex synthesis. The strategy outlined here for the enantioselective synthesis of three contiguous stereogenic centers and the novel cycloisomerization should have many applications in alkaloid synthesis.

Ostrakhovitch, Elena A’s team published research in Neuroscience Letters in 2022-01-19 | 606-68-8

Neuroscience Letters published new progress about Cerebrospinal fluid. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Application of C21H27N7Na2O14P2.

Ostrakhovitch, Elena A.; Song, Eun-Suk; Macedo, Jessica K. A.; Gentry, Matthew S.; Quintero, Jorge E.; van Horne, Craig; Yamasaki, Tritia R. published the artcile< Analysis of circulating metabolites to differentiate Parkinson′s disease and essential tremor>, Application of C21H27N7Na2O14P2, the main research area is metabolites differentiate Parkinson disease essential tremor; Alpha-synuclein; Cerebrospinal fluid; Metabolomic analysis; Parkinson’s disease; Plasma.

Parkinson′s disease (PD) and essential tremor (ET) are two common adult-onset tremor disorders in which prevalence increases with age. PD is a neurodegenerative condition with progressive disability. In ET, neurodegeneration is not an established etiol. We sought to determine whether an underlying metabolic pattern may differentiate ET from PD. Circulating metabolites in plasma and cerebrospinal fluid (CSF) were analyzed using gas chromatog.-mass spectroscopy. There were several disrupted pathways in PD compared to ET plasma including glycolysis, tyrosine, phenylalanine, tyrosine biosynthesis, purine and glutathione metabolism Elevated α-synuclein levels in plasma and CSF distinguished PD from ET. The perturbed metabolic state in PD was associated with imbalance in the pentose phosphate pathway, deficits in energy production, and change in NADPH, NADH and nicotinamide phosphoribosyltransferase levels. This work demonstrates significant metabolic differences in plasma and CSF of PD and ET patients.

Chang, Xin’s team published research in Angewandte Chemie, International Edition in 2020-05-25 | 139139-93-8

Angewandte Chemie, International Edition published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (bis(alkenyl)dihydrosilanes). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Quality Control of 139139-93-8.

Chang, Xin; Ma, Pei-Long; Chen, Hong-Chao; Li, Chuan-Ying; Wang, Peng published the artcile< Asymmetric Synthesis and Application of Chiral Spirosilabiindanes>, Quality Control of 139139-93-8, the main research area is alkenyldihydrosilane preparation rhodium catalyzed asym double hydrosilation spirocyclization; spirosilabiindane chiral preparation reaction aminophosphine; phosphoramidite spirosilabiindane chiral preparation catalyst ligand asym hydrogenation carboamination; crystal structure chiral spirosilabiindane diol derivative phosphoramidite; mol structure chiral spirosilabiindane diol derivative phosphoramidite; asymmetric catalysis; ligand design; silanes; spirocompounds; synthetic methods.

Reported here is the development of a class of chiral spirosilabiindane scaffolds by Rh-catalyzed asym. double hydrosilation, for the 1st time. Enantiopure SPSiOL (spirosilabiindane diol), a new type of chiral building block for the preparation of various chiral ligands and catalysts, was readily prepared on >10 g scale using this protocol. The potential of this new spirosilabiindane scaffold in asym. catalysis was preliminarily demonstrated by development of the corresponding monodentate phosphoramidite ligands (SPSiPhos), which were used in both a Rh-catalyzed hydrogenation and a Pd-catalyzed intramol. carboamination.

Rzygalinski, Ignacy’s team published research in Electrophoresis in 2008-04-30 | 606-68-8

Electrophoresis published new progress about Capillary electrophoresis. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Electric Literature of 606-68-8.

Rzygalinski, Ignacy; Pobozy, Ewa; Drewnowska, Renata; Trojanowicz, Marek published the artcile< Enzymatic in-capillary derivatization for glucose determination by electrophoresis with spectrophotometric detection>, Electric Literature of 606-68-8, the main research area is glucose oxidation capillary electrophoresis oxidase peroxidase gluconolactone.

The following paper compares several procedures of in-capillary bienzymic derivatization with regard to glucose determination with the use of glucose oxidase and horseradish peroxidase. The procedures discussed below include continuous contact in the capillary, plug-plug injection, and sequential injection with incubation in the capillary inlet. The reaction of hydrogen peroxide catalyzed by peroxidase was performed using two different substrates. The best results were achieved for NAD, reduced disodium salt (NADH) acting both as a chromogenic reagent and a substrate for peroxidase, while the method employed was sequential injection and incubation at the capillary inlet. The LOD was estimated to be 25 nM with a linear response up to 0.1 μM.