Category: 21436-03-3

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Asymmetric synthesis of cyclic ethers by rearrangement of oxonium ylides generated from chiral copper carbenoids

Tetrahydrofuran-3-ones and tetrahydropyran-3-ones can be prepared enantioselectively by rearrangement of the ylide-type intermediates generated by the reaction of a chiral copper carbenoid with the oxygen atom of a pendant allylic ether. Cyclic ethers with enantiomeric excesses of up to 57% have been obtained using a copper complex of the enantiomerically pure diimine 1a for carbenoid generation.

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Chiral Catalysts,
Chiral catalysts – SlideShare

 

Synthetic Route of 21436-03-3, Chemistry can be defined as the study of matter and the changes it undergoes. You¡¯ll sometimes hear it called the central science because it is the connection between physics and all the other sciences, starting with biology.21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a patent, introducing its new discovery.

Synthesis of Pure Enantiomers of Titanium(IV) Complexes with Chiral Diaminobis(phenolato) Ligands and Their Biological Reactivity

Racemic and enantiomerically pure titanium(IV) complexes with ortho-brominated or para-nitrated chiral diaminobis(phenolato) ligands were prepared with NH and NMe cyclohexyldiamino bridges through ligand to metal chiral induction. The hydrolytic behavior of the complexes was evaluated, identifying the N-methylated complex as the most stable. A representative NH complex hydrolyzed to first give a dimeric structure in solution as deduced by NMR diffusion measurements, followed by formation of clusters with higher nuclearity, as was supported by X-ray characterization of a tetranuclear cluster obtained in trace amounts following 30 days in water solutions. The cytotoxicity of the enantiomerically pure and racemic complexes was measured on HT-29 human colon cancer cell line based on the MTT assay; all stereochemical configurations of the N-methylated complex were inactive, whereas for the NH complexes, the racemic mixtures were mostly inactive but the pure enantiomers exhibited similarly high cytotoxicity, supporting a polynuclear active species. Analysis of the two enantiomers of the most active brominated complex for their cytotoxicity on human ovarian A2780, cisplatin resistant A2780cp and multi-drug-resistant A2780adr cell lines as well as for their apoptosis induction on the A2780 line revealed similar reactivity, supporting a similar mechanism for the two enantiomers.

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Chiral Catalysts,
Chiral catalysts – SlideShare

 

A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Article£¬once mentioned of 21436-03-3, Product Details of 21436-03-3

Feedback in Flow for Accelerated Reaction Development

ConspectusThe pharmaceutical industry is investing in continuous flow and high-throughput experimentation as tools for rapid process development accelerated scale-up. Coupled with automation, these technologies offer the potential for comprehensive reaction characterization and optimization, but with the cost of conducting exhaustive multifactor screens. Automated feedback in flow offers researchers an alternative strategy for efficient characterization of reactions based on the use of continuous technology to control chemical reaction conditions and optimize in lieu of screening. Optimization with feedback allows experiments to be conducted where the most information can be gained from the chemistry, enabling product yields to be maximized and kinetic models to be generated while the total number of experiments is minimized.This Account opens by reviewing select examples of feedback optimization in flow and applications to chemical research. Systems in the literature are classified into (i) deterministic “black box” optimization systems that do not model the reaction system and are therefore limited in the utility of results for scale-up, (ii) deterministic model-based optimization systems from which reaction kinetics and/or mechanisms can be automatically evaluated, and (iii) stochastic systems. Though diverse in application, flow feedback systems have predominantly focused upon the optimization of continuous variables, i.e., variables such as time, temperature, and concentration that can be ramped from one experiment to the next. Unfortunately, this implies that the screening of discrete variables such as catalyst, ligand, or solvent generally does not factor into automated flow optimization, resulting in incomplete process knowledge.Herein, we present a system and strategy developed for optimizing discrete and continuous variables of a chemical reaction simultaneously. The approach couples automated feedback with high-throughput reaction screening in droplet flow microfluidics. This Account details the system configuration for on-demand creation of sub-20 muL droplets with interchangeable reagents and catalysts. These droplets are reacted in a fully automated microfluidic system and analyzed online by LC/MS. Feeding back from the online analytical results, a design of experiments (DoE)-based adaptive response surface algorithm is employed that deductively removes candidate reagents from the optimization as optimal reaction conditions are refined, leading to rapid convergence.Using the automated optimization platform, case studies are presented for solvent selection in a competitive alkylation chemistry and for catalyst-ligand selection in heteroaromatic Suzuki-Miyaura cross-coupling chemistries. For the monoalkylation of trans-1,2-diaminocyclohexane, polar aprotic solvents at moderate temperatures are shown to be favorable, with optimality accurately identified with dimethyl sulfoxide as the solvent in 67 experiments. For Suzuki-Miyaura cross-couplings, the optimality of precatalysts and continuous variable conditions are observed to change in accordance with the coupling reagents, providing insights into catalyst behavior in the context of the reaction mechanism.Future opportunities in automated reaction development include the incorporation of chemoinformatics for faster analysis and machine-learning algorithms to guide and optimize the synthesis. Adoption of this technology stands to reduce graduate student and postdoc time on routine tasks in the laboratory, while feeding back knowledge used to guide new research directions. Moreover, the application of this technology in industry promises to lessen the cost and time associated with advancing pharmaceutical molecules through development and scale-up.

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Chiral Catalysts,
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Related Products of 21436-03-3, Catalysts are substances that increase the reaction rate of a chemical reaction without being consumed in the process. 21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Article£¬once mentioned of 21436-03-3

A family of nickel-lanthanide heterometallic dinuclear complexes derived from a chiral Schiff-base ligand exhibiting single-molecule magnet behaviors

Abstract A new family of nickel-lanthanide heterometallic dinuclear complexes derived from a chiral Schiff-base ligand, (R,R)-N,N’-bis(3-methoxysalicylidene)cyclohexane-1,2-diamine (H2L), namely [Ni(L)Ln(NO3)3(H2O)] (Ln = Ce (1), Nd (2)) and [Ni(L)Ln(NO3)3] (Ln = Sm (3), Eu (4), Gd (5), Tb (6), Dy (7) and Yb (8)) have been synthesized and structurally characterized. X-ray single-crystal structure determination revealed that these complexes are diphenoxo-bridged NiII-LnIII dinuclear clusters, which crystallize in the chiral space group P1. The solid circular dichroism (CD) spectra confirmed the optical activity and enantiomorphous properties of all these complexes. Magnetic investigations suggested that crystal-field effects and/or the possible antiferromagnetic dipole-dipole interaction between the molecules exist in the complexes and single-ion properties of LnIII ions lead to their magnetic behaviors. The alternating current (ac) magnetic susceptibilities showed that complexes 6 and 7 exhibit field-induced single-molecule magnet behaviors due to the strong anisotropy and important crystal-field effect of the TbIII or DyIII ions. It is noteworthy that the quantum tunneling effect at low temperatures can be effectively suppressed by employing a 2 kOe direct current field.

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Chiral Catalysts,
Chiral catalysts – SlideShare

 

Children learn through play, and they learn more than adults might expect. Science experiments are a great way to spark their curiosity, get their minds active, and encourage them to do something that doesn¡¯t involve a screen. 21436-03-3, C6H14N2. A document type is Article, introducing its new discovery., Formula: C6H14N2

A Novel Protocol for the Cu-Catalyzed Sonogashira Coupling Reaction between Aryl Halides and Terminal Alkynes using trans-1,2-Diaminocyclohexane Ligand

An efficient Sonogashira coupling reaction has been reported using cost effective and easily accessible CuI/trans-1,2-diaminocyclohexane catalytic system. The newly developed method can be successfully employed for the coupling between aryl and heteroaryl halides with terminal acetylenes. Furthermore this methodology can be extended for the one pot synthesis of biologically active benzofuran derivatives.

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Chiral Catalysts,
Chiral catalysts – SlideShare

 

Application of 21436-03-3, Catalysts are substances that increase the reaction rate of a chemical reaction without being consumed in the process. 21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine, molecular formula is C6H14N2. In a Patent£¬once mentioned of 21436-03-3

Mixed ligand gold(III) complexes as anti-cancer agents

Gold(III) complexes with mixed ligands as anticancer agents. The gold(III) cations are coordinated to bidentate ligands having diamino functional groups: a diaminocyclohexane ligand and a 1,3-propylenediamine ligand. The diaminocyclohexane ligand can exist in both cis- and trans-configurations, resulting in isomeric gold(III) complexes. Also described are pharmaceutical compositions incorporating the gold(III) complexes, methods of synthesis, methods of treating cancer and methods of inhibiting cancer cell proliferation and inducing cancer cell apoptosis.

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Chiral Catalysts,
Chiral catalysts – SlideShare

 

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Design and scalable synthesis of new chiral selectors. Part 2: Chiral ionic liquids derived from diaminocyclohexane and histidine

We disclose the conception and synthesis of new chiral selectors useful for enantioselective liquid-liquid extraction processes (ELLE). We report synthetic methods giving access to substantial amounts of the compounds, at least at the multigram scale. Two series are examined, i.e. ionic liquids based on diaminocyclohexane (DACH) and histidine, respectively.

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Chiral Catalysts,
Chiral catalysts – SlideShare

 

21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine, molecular formula is C6H14N2, belongs to chiral-catalyst compound, is a common compound. In a patnet, once mentioned the new application about 21436-03-3, Recommanded Product: 21436-03-3

Promotion effects of optical antipodes on the formation of helical fibrils: Chiral perfluorinated gelators

A chiral gelator, RR- or SS-N,N?-diperfluorooctanoyl-1,2- diaminocyclohexane, gelated racemic 2-butanol. The gel was most stable at the racemic mixture, its stability lowered with the increase in the optical purity of the gelator. Notably, characteristic helically coiled fibrils were formed in the narrow region of enantiomer excess (ee = 0.2-0.4). Promotion effects of the antipodal enantiomers are proposed. The Royal Society of Chemistry 2012.

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Chiral Catalysts,
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Electric Literature of 21436-03-3. Let¡¯s face it, organic chemistry can seem difficult to learn. Especially from a beginner¡¯s point of view. Like 21436-03-3, Name is (1S,2S)-Cyclohexane-1,2-diamine. In a document type is Conference Paper, introducing its new discovery.

Novel platinum(II)-based anticancer complexes and molecular hosts as their drug delivery vehicles

Platinum(ii)-based DNA intercalators where the intercalating ligand is 1,10-phenanthroline or a phenanthroline derivative and where the ancillary ligand is either achiral (e.g. ethylenediamine) or chiral (e.g. diaminocyclohexane) show a range of cytotoxicities with a defined structure-activity relationship. The most cytotoxic are those that contain methylated-phenanthroline ligands and 1S,2S-diaminocyclohexane (S,S-dach) as the ancillary ligand. We have developed a new purification method using Sep-Pak C-18 reverse phase columns, which means these metal complexes can be made faster and cheaper compared to published methods. Platinum(ii)-based complexes containing imidazole, pyrrole and beta-alanine subunits, that are capable of recognising specific DNA base-pair sequences have also been synthesised. These include linear or hairpin polyamide ligands that can recognise DNA sequences up to seven base-pairs in length and contain single platinum centres capable of forming monofunctional adducts with DNA. We have now synthesised and characterised, by 1H and 195Pt NMR, ESI-MS and elemental analysis, the first dinuclear platinum(ii) DNA sequence selective agent. Finally, using 1H NMR we have examined the encapsulation of our platinum(ii)-based DNA intercalators by cucurbit[6]uril (CB[6]). Encapsulation by CB[6] was found to not significantly change the cytotoxicity of five platinum(ii)-based DNA intercalators, indicating it may have utility as a molecular carrier for improved drug delivery. This journal is The Royal Society of Chemistry.

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Chiral Catalysts,
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SUBSTITUTED IMIDAZOLE COMPOUND AND USE THEREOF

The present invention relates to a compound represented by the formula: wherein each symbol is as defined in the description, or a salt thereof or a prodrug thereof. The compound of the present invention has a superior renin inhibitory activity, and thus is useful as an agent for the prophylaxis or treatment of hypertension, various organ damages attributable to hypertension, and the like.

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Chiral Catalysts,
Chiral catalysts – SlideShare