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Enzymatic desymmetrization of 3-arylglutaric acid anhydrides

Optically active (R)- and (S)-3-arylglutaric acid monoesters 3 were synthesized in quantitative yields and good stereoselectivities by lipase-catalyzed desymmetrization of the corresponding 3-arylglutaric anhydrides 2 with alcohols. It was observed that the stereochemical outcome of the reaction was influenced by the substituents present on the aromatic ring. The influence of the enzyme, alcohol, and solvent was systematically examined. Absolute configurations of the monoesters 3 were assigned by chemical correlation to corresponding lactones 4.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Top Picks: new discover of 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.53911-68-5, Name is 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione, molecular formula is C11H9ClO3. In a Article,once mentioned of 53911-68-5, name: 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione

A novel method for the synthesis of racemic pregabalin, baclofen and 3-phenibut involving lossen rearrangement

Pregabalin,baclofen,and3-phenibutaregamma-aminobutyricacid receptorsusedasanticonvulsant agents. The racemic forms of these anticonvulsants have been prepared by Lossen rearrangement. This procedure also provides an easy method to prepare carbamates useful intermediates to prepare anticonvulsants. This process is economical and easy to scale-up and yields are good.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Structure-based virtual screening of a commercial library identified pentanedioic acid derivatives (6 and 13b) as a kind of novel scaffold farnesyltransferase inhibitors (FTIs). Chemical modifications of the lead compounds, biological assays and analysis of the structure-activity relationships (SAR) were conducted to discover more potent FTIs. Some of them displayed excellent inhibition against FTase, and among them, the most active compound 13n with an IC50 value of 0.0029 muM and SAR analysis might be helpful to the discovery of more potent FTIs. This journal is

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Discovery of 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione

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Aromatic aldehydes and ketones react with ketene under Lewis acid catalysis to produce beta-lactones, which in situ react with another molecule of ketene to produce 3-arylglutaric anhydrides. The mechanism, scope, and limitation of this one-pot synthesis of 3-substituted glutaric anhydrides are discussed.

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Tetrahydropyran – Wikipedia,
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Protein kinase inhibitors with an allosteric mode of action are expected to reach, in many cases, higher selectivity for the target enzyme than ATP-competitive compounds. Therefore, basic research is aiming at identifying and establishing novel sites on the catalytic domain of protein kinases which might be targeted by allosteric inhibitors. We previously published the first structure-activity relationships (SARs) for allosteric activators of protein kinase PDK1. Here, we present the design, synthesis, and SAR data on a series of novel compounds, 4-benzimidazolyl-3-phenylbutanoic acids, that inhibit the atypical protein kinace C (PKC) Chi via binding to the PIF-pocket. Key positions were identified in the compounds that can be modified to increase potency and selectivity. Some congeners showed a high selectivity toward PKCChi, lacking inhibition of the most closely related isoform, PKC1, and of further AGC kinases. Furthermore, evidence is provided that these compounds are also active toward cellular PKCChi without loss of potency compared to the cell-free assay.

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Tetrahydropyran – Wikipedia,
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Awesome Chemistry Experiments For 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione

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The solid-phase synthesis of a low molecular weight RGD mimetic library is described. Activities of the compounds in inhibiting the interaction of ligands, vitronectin and fibrinogen, with isolated immobilized integrins alphavbeta3 and alphaIIbbeta3 were determined in a screening assay. Highly active and selective nonpeptide alphavbeta3 integrin antagonists with regard to orally bioavailability were developed, based on the aza-glycine containing lead compound 1. An important variation is the substitution of the aspartic amide of 1 by an aromatic residue. Furthermore, different guanidine mimetics have been incorporated to improve the pharmacokinetic profile. Exchange of the beta-amino acid NH by a methylene moiety in one set of RGD mimetics leads to the azacarba analogue compounds representing a novel peptidomimetic approach, which should increase the metabolic stability.

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.53911-68-5, Name is 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione, molecular formula is C11H9ClO3. In a Article£¬once mentioned of 53911-68-5, name: 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione

Highly enantioselective thiolysis of prochiral cyclic anhydrides catalyzed by amino alcohol bifunctional organocatalysts and its application to the synthesis of pregabalin

Asymmetric thiolysis of prochiral cyclic anhydrides was achieved with our developed chiral sulfonamide and squaramide bifunctional organocatalysts based on amino alcohol scaffolds. The corresponding thioesters were obtained in high yields with excellent enantioselectivities. The usefulness of this methodology was demonstrated in the enantioselective synthesis of pregabalin. A highly enantioselective thiolysis of prochiral cyclic anhydrides was achieved with chiral sulfonamide bifunctional organocatalysts based on an amino alcohol scaffold. The usefulness of this methodology was demonstrated through a synthetic application to pregabalin. Copyright

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides

A family of novel chloramphenicol base-amide organocatalysts possessing a NH functionality at C-1 position as monodentate hydrogen bond donor were developed and evaluated for enantioselective organocatalytic alcoholysis of meso-cyclic anhydrides. These structural diversified organocatalysts were found to induce high enantioselectivity in alcoholysis of anhydrides and was successfully applied to the asymmetric synthesis of (S)-GABOB.

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Product Details of 53911-68-5, you can also check out more blogs about53911-68-5

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.53911-68-5, Name is 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione, molecular formula is C11H9ClO3. In a Article£¬once mentioned of 53911-68-5, Product Details of 53911-68-5

Highly enantioselective thiolysis of prochiral cyclic anhydrides catalyzed by amino alcohol bifunctional organocatalysts and its application to the synthesis of pregabalin

Asymmetric thiolysis of prochiral cyclic anhydrides was achieved with our developed chiral sulfonamide and squaramide bifunctional organocatalysts based on amino alcohol scaffolds. The corresponding thioesters were obtained in high yields with excellent enantioselectivities. The usefulness of this methodology was demonstrated in the enantioselective synthesis of pregabalin. A highly enantioselective thiolysis of prochiral cyclic anhydrides was achieved with chiral sulfonamide bifunctional organocatalysts based on an amino alcohol scaffold. The usefulness of this methodology was demonstrated through a synthetic application to pregabalin. Copyright

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Tetrahydropyran – Wikipedia,
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Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides

A family of novel chloramphenicol base-amide organocatalysts possessing a NH functionality at C-1 position as monodentate hydrogen bond donor were developed and evaluated for enantioselective organocatalytic alcoholysis of meso-cyclic anhydrides. These structural diversified organocatalysts were found to induce high enantioselectivity in alcoholysis of anhydrides and was successfully applied to the asymmetric synthesis of (S)-GABOB.

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics