Archives for Chemistry Experiments of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

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Lipase-mediated kinetic resolution of cis-1,2-indandiol and the Ritter reaction of its mono-acetate

Lipase-mediated kinetic resolution of cis-1,2-indandiol 5 in the presence of lipase PS was examined. Enantiomerically enriched (1S,2R)-2-acetoxy-1-indanol 6a was obtained when cis-1,2-indandiol 5 was treated with one equivalent of vinyl acetate. Treatment of 5 with two equivalents of vinyl acetate furnished a mixture of (1R,2S)-2-acetoxy-1-indanol 6a and (1R,2S)-1-acetoxy-2-indanol 6b. A route to both enantiomers of 1 was also developed by using the enantiomerically enriched mono-acetate thus obtained.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Alpelisib

Phosphatidylinositol 4,5-bisphosphate 3-kinases (PI3Ks) play a central role in numerous biological processes (such as cell death and proliferation, cell migration, energetic metabolism, etc.), which indicates that they have specific involvemen tin many oncogenic processes. PI3Ks frequently mutate, and most mutations lead to overactivation of the corresponding protein. Based on these observations, pharmaceutical companies have developed various P13K inhibitors: pan-PI3K, dualPI3K/mTOR pathway and P13K-specific inhibitors. There are three different subclasses of enzyme iso form for PI3Ks. The protein piiOa (PIK3CA) is in class I, and is the flagship memberof this family because of its very high mutation frequency in cancer. BYL-719 oralpelisib is an ATP-competitive pIIOa-specific inhibitor recently developed by Nova rtis and currently in clinical evaluation after positive preclinical investigations. The present paper is an overview of recent publications on progress made with PI3Ks, and how they are of interest in oncology, and on alpelisib and its clinical therapeutic prospects.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Top Picks: new discover of 3,4-Di(1H-indol-3-yl)-1H-pyrrole-2,5-dione

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Cyclic Tetrapeptides Bearing a Sulfhydryl Group Potently Inhibit Histone Deacetylases

(Equation presented) New inhibitors of histone deacetylase (HDAC) containing a sulfhydryl group were designed on the basis of the corresponding hydroxamic acid (CHAP31) and FK228. Their disulfide dimers and hybrids exhibited potent HDAC inhibitory activity in vivo with potential as anticancer prodrugs.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Group-contribution based estimation of pure component properties

A new method for the estimation of properties of pure organic compounds is presented. Estimation is performed at three levels. The primary level uses contributions from simple groups that allow describing a wide variety of organic compounds, while the higher levels involve polyfunctional and structural groups that provide more information about molecular fragments whose description through first-order groups is not possible. The presented method allows estimations of the following properties: normal boiling point, critical temperature, critical pressure, critical volume, standard enthalpy of formation, standard enthalpy of vaporization, standard Gibbs energy, normal melting point and standard enthalpy of fusion. The group-contribution tables have been developed from regression using a data set of more than 2000 compounds ranging from C = 3-60, including large and complex polycyclic compounds. Compared to the currently used group-contribution methods, the new method makes significant improvements both in accuracy and applicability.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Extended knowledge of 2,4-Dimethylpyridine

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2-Methylpyridinium Salts as 1,4-Dinucleophiles. II. Westphal Condensation with Substituted Pyridinium Substrates

Condensation of alpha-methylpyridinium, quinolinium and isoquinolinium salts with 1,2-dicarbonyls in the presence of base, yielded quinolizinium derivatives.In an analogous process, alpha-benzyl derivatives produced 2,3-dihydroindolizin-2-ones by intramolecular cyclisation.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Properties and Exciting Facts About 108-47-4

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Ruthenium-NHC-Catalyzed asymmetric hydrogenation of indolizines: Access to indolizidine alkaloids

Crossing N-bridges! A ruthenium/N-heterocyclic carbene (NHC) complex serves as the catalyst for the high-yielding and completely regioselective and asymmetric hydrogenation of substituted indolizines and 1,2,3-triazolo-[1,5-a] pyridines. This method should provide ready access to bicyclic products bearing an N-bridgehead, a motif appearing in 25-30 % of all naturally occurring alkaloids. Copyright

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Simple exploration of 2,4-Dimethylpyridine

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Metabolic profiling of human blood by high-resolution ion mobility mass spectrometry (IM-MS)

A high-resolution ion mobility time-of-flight mass spectrometer with electrospray ionization source (ESI-IM-MS) was evaluated as an analytical method for rapid analysis of complex biological samples such as human blood metabolome. The hybrid instrument (IM-MS) provided an average ion mobility resolving power of ?90 and a mass resolution of ?1500 (at m/. z 100). A few muL of whole blood was extracted with methanol, centrifuged and infused into the IM-MS via an electrospray ionization source. Upon IM-MS profiling of the human blood metabolome approximately 1100 metabolite ions were detected and 300 isomeric metabolites separated in short analyses time (30. min). Estimated concentration of the metabolites ranged from the low micromolar to the low nanomolar level. Various classes of metabolites (amino acids, organic acids, fatty acids, carbohydrates, purines and pyrimidines, etc.) were found to form characteristic mobility-mass correlation curves (MMCCs) that aided in metabolite identification. Peaks corresponding to various sterol derivatives, estrogen derivatives, phosphocholines, prostaglandins, and cholesterol derivatives detected in the blood extract were found to occupy characteristic two-dimensional IM-MS space. Low abundance metabolite peaks that can be lost in MS random noise were resolved from noise peaks by differentiation in mobility space. In addition, the peak capacity of MS increased sixfold by coupling IMS prior to MS analysis.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Highly stereoselective reduction of alpha-keto esters: Utility of cis-1-arylsulfonamido-2-indanols as chiral auxiliaries

The reduction of alpha-keto esters bearing cis-1-arylsulfonamide-2-indanol derivatives proceeded with high diastereoselectivities providing the corresponding alpha-hydroxy esters in excellent yields. The chiral auxiliary group is removed under mild basic conditions and recovered.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

New explortion of 108-47-4

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Scientific opinion on flavouring group evaluation 77, revision 3 (FGE.77Rev3): consideration of pyridine, pyrrole and quinoline derivatives evaluated by JECFA (63rd meeting) structurally related to pyridine, pyrrole, indole and quinoline derivatives evaluated by EFSA in FGE.24Rev2

The Panel?on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the EFSA was requested to consider evaluations of flavouring substances assessed since 2000 by the Joint FAO/WHO Expert Committee on Food Additives (JECFA) and to decide whether further evaluation is necessary, as laid down in Commission Regulation (EC) No 1565/2000. The present consideration concerns a group of 22 pyridine, pyrrole and quinoline derivatives evaluated by JECFA (63rd meeting). The revision of this consideration is made since additional genotoxicity data have become available for 6-methylquinoline [FL-no: 14.042]. The genotoxicity data available rule out the concern with respect to genotoxicity and accordingly the substance is evaluated through the Procedure. For all 22 substances [FL-no: 13.134, 14.001, 14.004, 14.007, 14.030, 14.038, 14.039, 14.041, 14.042, 14.045, 14.046, 14.047, 14.058, 14.059, 14.060, 14.061, 14.065, 14.066, 14.068, 14.071, 14.072 and 14.164] considered in this Flavouring Group Evaluation (FGE), the Panel?agrees with the JECFA conclusion, ?No safety concern at estimated levels of intake as flavouring substances? based on the Maximised Survey-derived Daily Intake (MSDI) approach. Besides the safety assessment of these flavouring substances, the specifications for the materials of commerce have also been evaluated, and the information is considered adequate for all the substances. For the following substances [FL-no: 13.134, 14.001, 14.030, 14.041, 14.042, 14.058, 14.072], the Industry has submitted use levels for normal and maximum use. For the remaining 15 substances, use levels are needed to calculate the modified Theoretical Added Maximum Daily Intakes (mTAMDIs) in order to identify those flavouring substances that need more refined exposure assessment and to finalise the evaluation.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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The kinetics of the decompositions of the proton bound dimers of 1,4-dimethylpyridine and dimethyl methylphosphonate from atmospheric pressure ion mobility spectra

The rate constants for the dissociations, A2H+ ? AH+ + A, of the symmetrical proton bound dimers of 2,4-dimethylpyridine and dimethyl methylphosphonate have been determined using an ion mobility spectrometer operating with air as drift gas at ambient pressure. Reaction time was varied by varying the drift electric field. The rate constants were derived from the mobility spectra by determining the rate at which ions decomposed in the drift region. Arrhenius plots with a drift gas containing water vapor at 5 ppmv gave the following activation energies and pre-exponential factors: 2,4-dimethylpyridine, 94 ¡À 2 kJ mol-1, log A (s-1) = 15.9 ¡À 0.4; dimethyl methylphosphonate, 127 ¡À 3 kJ mol-1, log A (s-1) = 15.6 ¡À 0.3. The enthalpy changes for the decompositions calculated from the activation energies are in accord with literature values for symmetrical proton bound dimers of oxygen and nitrogen bases. The results for dimethyl methylphosphonate were obtained over the temperature range 478-497 K and are practically independent of water concentration (5-2000 ppmv). The activation energy for 2,4-dimethylpyridine, obtained over the temperature range 340-359 K, decreased to 31 kJ mol-1 in the presence of 2.0 ¡Á 103 ppmv of water. At the low temperature, a displacement reaction involving water may account for the decrease. The reduced mobilities of the protonated molecules and the proton bound dimers have been determined over a wide temperature range. While the values for the dimers are essentially independent of the water concentration in the drift gas, those of the protonated molecules show a strong dependence.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis