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TRANSPOSITION DES OXIRANNES-ETHANOLS PAR L’INTERMEDIAIRE D’ALCOXYETAINS

Oxiraneethoxytributyltins prepared from the corresponding oxiraneethanols, on heating at 200 deg C gave, after demetalation with isophthalic acid, 2-oxetanemethanols and/or 3-oxolanols.As appears from about thirty rearrangements the choice between oxetane and oxolane formation is dependent on: (1) the relative degree of substitution of the oxirane ring; cyclization occuring predominantly at the more substituted carbon; and (2) the configuration of the oxirane ring, when both its ends are equally substituted; cis form being more suitable for genaration of the smaller ring.The reaction is shown to proceed with inversion of configuration at the site of oxygen attack.The results of attempts to perform the rearrangement in dilute-phase or throught alkaline metal alkoxides in various media support the conclusion that there is a large contribution by electrophilic assistance to the oxirane ring opening.Such assistance can be efficiently provided by a tin atom in a push-pull mechanism which accomodates all the facts.The present method of oxiraneethanol rearrangement may offer a convenient route to functional oxetanes.

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

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A pharmaceutical intermediates (S)-3 – hydroxy tetrahydrofuran preparation method (by machine translation)

The invention provides a pharmaceutical intermediate (S)- 3 – hydroxy tetrahydrofuran preparation method. The method other than racemic 1, 2, 4 – butanetriol as raw materials synthesis of racemic 3 – hydroxy tetrahydrofuran, then esterification of racemic tetrahydrofuran-yl – 3 – fatty acid ester. By lipase hydrolysis in the racemic mixture of (R)- tetrahydrofuran-based – 3 – fatty acid ester after, in in the hydrolysis product under the condition of separating, using the mitsunobu reaction will be hydrolyzed to obtain the of (R)- 3 – hydroxy tetrahydrofuran is converted into (S)- tetrahydrofuran-based – 3 – carboxylic acid ester, finally under alkaline condition all of the tetrahydrofuran ester hydrolyzed to obtain the final product (S)- 3 – hydroxy tetrahydrofuran. (by machine translation)

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

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Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Related Products of 453-20-3. In my other articles, you can also check out more blogs about 453-20-3

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Lead optimization of 5,6-diarylpyridines as CB1 receptor inverse agonists

Optimization of the biological activity for 5,6-diarylpyridines as CB1 receptor inverse agonists is described. Food intake and pharmacokinetic evaluation of 3f and 15c indicate that these compounds are effective orally active modulators of CB1.

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

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PYRAZOLOPYRIDINE DERIVATIVES FOR THE TREATMENT OF CANCER

The present invention relates to a compound formula (I): and to salts thereof, wherein R1, R2X, and Y have any of the values defined herein, and compositions and uses thereof. The compounds are useful as inhibitors of CBP and/or EP300. Also included are pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt thereof, and methods of using such compounds and salts in the treatment of various CBP and/or EP300-mediated disorders such as cancer, inflammatory disorders and autoimmune diseases.

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

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Enzymatic synthesis of enantiopure alcohols: current state and perspectives

Enantiomerically pure alcohols, as key intermediates, play an essential role in the pharmaceutical, agrochemical and chemical industries. Among the methods used for their production, biotechnological approaches are generally considered a green and effective alternative due to their mild reaction conditions and remarkable enantioselectivity. An increasing number of enzymatic strategies for the synthesis of these compounds has been developed over the years, among which seven primary methodologies can be distinguished as follows: (1) enantioselective water addition to alkenes, (2) enantioselective aldol addition, (3) enantioselective coupling of ketones with hydrogen cyanide, (4) asymmetric reduction of carbonyl compounds, (5) (dynamic) kinetic resolution of racemates, (6) enantioselective hydrolysis of epoxides, and (7) stereoselective hydroxylation of unactivated C-H bonds. Some recent reviews have examined these approaches separately; however, to date, no review has included all the above mentioned strategies. The aim of this mini-review is to provide an overview of all seven enzymatic strategies and draw conclusions on the effect of each approach.

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

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Heterocyclic esters of phenoxybenzoic acids useful as herbicides

New herbicidal chemical compounds of the formula: STR1 wherein X is trifluoromethyl; Y is selected from the group consisting of hydrogen, halogen, nitro and cyano and R is selected from the group consisting of nitro, alkylthio, halogen and cyano; herbicidal compositions thereof and methods of controlling weeds therewith. The compound, 3-tetrahydrofuryl 2-nitro-5-(2-chloro-4-trifluoromethylphenoxy) benzoate, is particularly useful for the control of the weed, velvetleaf, and safe to corn and soybean. Velvetleaf is found in corn and soybean crops and its presence will lower the yield of these crops.

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

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Use of ‘small but smart’ libraries to enhance the enantioselectivity of an esterase from Bacillus stearothermophilus towards tetrahydrofuran-3-yl acetate

Two libraries of simultaneous double mutations in the active site region of an esterase from Bacillus stearothermophilus were constructed to improve the enantioselectivity in the hydrolysis of tetrahydrofuran-3-yl acetate. As screening of large mutant libraries is hampered by the necessity for GC/MS analysis, mutant libraries were designed according to a ‘small but smart’ concept. The design of focused libraries was based on data derived from a structural alignment of 3317 amino acid sequences of alpha/beta-hydrolase fold enzymes with the bioinformatic tool 3dm. In this way, the number of mutants to be screened was substantially reduced as compared with a standard site-saturation mutagenesis approach. Whereas the wild-type esterase showed only poor enantioselectivity (E = 4.3) in the hydrolysis of (S)-tetrahydrofuran-3-yl acetate, the best variants obtained with this approach showed increased E-values of up to 10.4. Furthermore, some variants with inverted enantiopreference were found. A semi-rational approach was applied for the enhancement of the enantioselectivity of an esterase from Bacillus stearothermophilus towards the industrially interesting substrate tetrahydrofuran-3-yl acetate, based on data derived from structural alignment. The design of ‘small but smart’ libraries led to a 2.4-fold increase of (S)-selectivity compared to wild type enzyme, while some mutants with marginal (R)-selectivity were found.

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

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COMPOUNDS

Provided are novel compounds that inhibit LRRK2 kinase activity, processes for their preparation, compositions containing them and their use in the treatment of or prevention of diseases associated with or characterized by LRRK2 kinase activity, for example Parkinson’s disease, Alzheimer’s disease and amyotrophic lateral sclerosis (ALS).

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

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Synthesis and fungicidal activities of perfluoropropan-2-yl-based novel quinoline derivatives

A series of novel perfluoropropan-2-yl-based quinoline derivatives was designed and synthesized utilizing tebufloquin as the lead compound. The structures of all the newly synthesized compounds were confirmed by spectroscopic data 1HNMR, MS and elemental analysis. The results of bioassay indicated that these compounds exhibited potent fungicidal activities against Erysiphe graminis. Especially, compound 8c displayed excellent activity with EC50 value at 1.48 mg / L, which was better than that of the commercialized fungicide-tebufloquin. The structure-activity relationship for these new compounds was also discussed.

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

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Synthesis and characterization of polyphosphazene electrolytes including cyclic ether side groups

This paper presents the synthesis and detailed characterization of two polyphosphazene based polymers, including different cyclic ether side groups. The final polymers were obtained by a well-known method employing a living cationic polymerization and subsequent nucleophilic substitution. The synthesized polymers Poly [(1,3-dioxane-5-oxy) (1,3-dioxolane-4-methoxy)phosphazene] (DOPP) and Poly[bis(2-Tetrahydro-3-furanoxy)phosphazene] (THFPP) were mixed with varied amounts of lithium bis(trifluoromethane)sulfonamide (LiTFSI) and the interactions between the salt and the polymer chains were studied by Fourier transform infrared (FT-IR) and differential scanning calorimetry (DSC) measurements. Electrochemical characterization was performed by electrochemical impedance spectroscopy (EIS) and direct current polarization in the temperature range of 20?60 C. These measurements were utilized to calculate the lithium transference number (t+), the lithium conductivity (sigma) and its activation energy in order to elucidate the lithium transport behavior. Relatively high lithium transference numbers of 0.6 (DOPP) and 0.7 (THFPP) at 60 C are found and reveal maximum lithium conductivities of 2.8·10?6 S?cm?1 and 9.0·10?7 S?cm?1 for DOPP and THFPP at 60 C, respectively.

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