Some scientific research about (Tetrahydrofuran-3-yl)methanol

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3-(1,1-dioxo-2H-(1,2,4)-benzothiadiazin-3-yl)-4-hydroxy-2(1H)-quinolinones, potent inhibitors of hepatitis C virus RNA-dependent RNA polymerase

Recently, we disclosed a new class of HCV polymerase inhibitors discovered through high-throughput screening (HTS) of the GlaxoSmithKline proprietary compound collection. This interesting class of 3-(1,1-dioxo-2H-1,2,4- benzothiadiazin-3-yl)-4-hydroxy-2(1H)-quinolinones potently inhibits HCV polymerase enzymatic activity and inhibits the ability of the subgenomic HCV replicon to replicate in Huh-7 cells. This report will focus on the structure-activity relationships (SAR) of substituents on the quinolinone ring, culminating in the discovery of 1-(2-cyclopropylethyl)-3-(1,1-dioxo-2H-1,2,4- benzothiadiazin-3-yl)-6-fluoro-4-hydroxy-2(1H)-quinolinone (130), an inhibitor with excellent potency in biochemical and cellular assays possessing attractive molecular properties for advancement as a clinical candidate. The potential for development and safety assessment profile of compound 130 will also be discussed.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Final Thoughts on Chemistry for 87392-05-0

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Process for preparing optically active tetrahydro-2-furoic acid

A process for preparing an optically active tetrahydro-2-furoic acid is disclosed. The process comprises (i) reacting (¡À)-tetrahydro-2-furoic acid with an optically active amine resolver of the following formula (I): STR1 wherein R1 is a lower alkyl group and R2 represents an alkyl group or ar aryl group, provided that R1 and R2 are different from each other, thus producing an optically active diastereomer salt, and (ii) decomposing the diastereomer salt. According to the process, a high purity, optically active tetrahydro-2-furoic acid can be prepared at a high yield using an amine resolver. The amine resolver can be recovered at a high yield and high purity.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some scientific research about 15833-61-1

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Application of Tsunoda reagent to the convenient synthesis of drug-like pyrazoles

The versatility of the under-utilised (cyanomethylene)tributylphosphorane (CMBP, Tsunoda reagent) was demonstrated on two occasions in a drug discovery context. Firstly, the high reactivity of the phosphorane allowed the alkylation of a weakly acidic pyrazole when standard Mitsunobu conditions were unsuccessful. Secondly, the clean reaction profile generally obtained using CMBP allowed the direct use of the crude mixture in a subsequent Suzuki cross coupling. This reagent has utility when isolation of the Mitsunobu reaction product (e.g. containing a boronate) is not desirable.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Synthesis of optically active beta-benzyl-gamma-butyrolactone through lipase-catalyzed kinetic resolution

The lipase-catalyzed kinetic resolution of the racemic gamma-hydroxy ester 2, coupled with subsequent acid-mediated cyclization, is an effective method for the synthesis of both enantiomers of beta-benzyl-gamma-butyrolactone 1. This enzymatic process affords the product with high enantiomeric excess under mild reaction conditions and does not require optically active starting materials.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Simple exploration of 2,2-Dimethylsuccinicanhydride

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Nonsteroidal Progesterone Receptor Ligands. 2. High-Affinity Ligands with Selectivity for Bone Cell Progesterone Receptors

A novel series of nonsteroidal heterocycles was discovered which display cell-type selective, high-affinity (nanomolar) binding to the progesterone receptors from TE85 osteosarcoma cells but > 1 muM binding affinity to the progesterone receptors from T47D and ZR75 human breast carcinpma cells.Structure-activity relationships were developed for a set of these compounds, and a representative analog 1-(3,4-dichlorobenzoyl)-3-phenyl-1,4,5,6-tetrahydropyridazine (1i, RWJ 25333) was chosen for further evaluation.RWJ 25333 stimulated the in vitro proliferation of human osteoblast-like cells but not human breast cells.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Green Syntheses of Heterocycles of Industrial Importance. 5-Hydroxymethylfurfural as a Platform Chemical

The dwindling supply of fossil resources makes it interesting to find renewable resources for our everyday chemicals. 5-Hydroxymethylfurfural (HMF) is easily produced from fructose, although its isolation is not easy in view of its poor stability. More stable equivalents are its ethers or esters or 5-chloromethylfurfural. In this review, we discuss all products that have been made from HMF in the period 2013?2016. Practically in all transformations, catalysis played a major role. One major product obtained by catalyzed oxidation of HMF is 2,5-furandicarboxylic acid, that is touted as a replacement of phthalic acid in polymers. Other compounds that have been made from HMF via hydrogenation and that could find use as monomers are 2,5-furandimethanol, 2,5-tetrahydrofurandimethanol, 1,2,6-hexanetriol, 1,6-hexanediol, 5-hydroxymethyl-2-furanoic acid, and 2,5-diaminomethylfuran. Another interesting oxidation product is 2,5-diformylfuran. Also the nylon intermediates caprolactam, adipic acid, and hexamethylenediamine have been made from HMF. Hydrogenation of HMF in water under slightly acidic conditions gives 1-hydroxy-2,5-hexanedione, which can be cyclized to a cyclopentenone derivative. Acyloin condensation gives the dimeric product, which can be hydrogenated to a diesel fuel substitute. Carbon?carbon bond formation has been performed both by Diels?Alder reaction on the furan as well as by condensation on the aldehyde and/or alcohol functionalities. Hydrogenolysis of the side chains leads to formation of 2,5-dimethylfuran, which has been proposed as fuel additive. Oxidation of HMF to butenolides, maleic acid, and anhydride as well as succinic acid has been reported. Various other transformations are also described. It is expected that HMF will be increasingly important in the direct future and, indeed, commercial production of HMF and some of its derivatives has already commenced.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Parallel synthesis and biological activity of a new class of high affinity and selective delta-opioid ligand

A considerable number of research papers describing the synthesis and testing of the delta opioid receptor (DOR) ligands, SNC-80 and TAN-67, and analogues of these two compounds, have been published in recent years. However, there have been few reports of the discovery of completely new structural classes of selective DOR ligand. By optimising a hit compound identified by high throughput screening, a new series of tetrahydroisoquinoline sulphonamide-based delta opioid ligands was discovered. The main challenge in this series was to simultaneously improve both affinity and physicochemical properties, notably aqueous solubility. The most active ligand had an affinity (IC50) of 6 nM for the cloned human DOR, representing a 15-fold improvement relative to the original hit 1 (IC50 98 nM). Compounds from this new series show good selectivity for the DOR over mu and kappa opioid receptors. However the most active and selective compounds had poor aqueous solubility. Improved aqueous solubility was obtained by replacing the phthalimide group in 1 by basic groups, allowing the synthesis of salt forms. A series of compounds with improved affinity and solubility relative to 1 was identified and these compounds showed activity in an in vivo model of antinociception, the formalin paw test. In the case of compound 19, this analgesic activity was shown to be mediated primarily via a DOR mechanism. The most active compound in vivo, 46, showed superior potency in this test compared to the reference DOR ligand, TAN-67 and similar potency to morphine (68% and 58% inhibition in Phases 1 and 2, respectively, at a dose of 10 mmol/kg i.v.).

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Tetrahydrofuran – Wikipedia,
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Caprolactam from renewable resources: Catalytic conversion of 5-hydroxymethylfurfural into caprolactone

Renewable nylon: 5-Hydroxymethylfurfural (HMF), which can be obtained from renewable resources such as D-fructose, was converted into caprolactone with very good overall selectivity in only three steps. The new route involves two hydrogenation steps to obtain 1,6-hexanediol, which was oxidatively cyclized to caprolactone, and then converted into caprolactam. Copyright

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Discovery and Characterization of CD12681, a Potent RORgamma Inverse Agonist, Preclinical Candidate for the Topical Treatment of Psoriasis

With possible implications in multiple autoimmune diseases, the retinoic acid receptor-related orphan receptor RORgamma has become a sought-after target in the pharmaceutical industry. Herein are described the efforts to identify a potent RORgamma inverse agonist compatible with topical application for the treatment of skin diseases. These efforts culminated in the discovery of N-(2,4-dimethylphenyl)-N-isobutyl-2-oxo-1-[(tetrahydro-2H-pyran-4-yl)methyl]-2,3-dihydro-1H-benzo[d]imidazole-5-sulfonamide (CD12681), a potent inverse agonist with in vivo activity in an IL-23-induced mouse skin inflammation model.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Electric Literature of 4971-56-6, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.4971-56-6, Name is Furan-2,4(3H,5H)-dione, molecular formula is C4H4O3. In a Article£¬once mentioned of 4971-56-6

Microwave-assisted Claisen rearrangement on a silica gel support

A fast, efficient and environmentally benign solvent-free procedure has been developed for microwave-assisted Claisen rearrangement on a silica gel support. A fast, efficient and environmentally benign solvent-free procedure has been developed for microwave-assisted Claisen rearrangement on a silica gel support. Various bis-allyl ketones were prepared using this protocol.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem