Tag: M.W:100-200

Quality Control of (R)-Ethyl 4-chloro-3-hydroxybutanoate. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Synthesis of ethyl (R)-4-chloro-3-hydroxybutyrate by immobilized cells using amino acid-modified magnetic nanoparticles. Author is Lu, Yuan; Dai, Hongqian; Shi, Hanbing; Tang, Lan; Sun, Xingyuan; Ou, Zhimin.

Fe3O4-Arg was selected as the optimal carrier due to its high activity recovery of immobilized cells in the preparation of Fe3O4-Arg-Cells. The optimal immobilization conditions for the preparation of Fe3O4-Arg-Cells were 30°C, 4 h, pH 7, and 3 g dry yeast. The activity recovery of immobilized cells reached 76.8%. For a batch reduction in a shaker in an alternating magnetic field, Fe3O4-Arg-Cells were used as a catalyst to gain Et (R)-4-chloro-3-hydroxybutyrate ((R)-CHBE). For further improvement in reduction productivity, a continuous reduction in the magnetic fluidized bed reactor system (MFBRS) was completed. Under their optimal transformation conditions, it took 24 h for Fe3O4-Arg-Cells to complete the conversion of Et 4-chloro-3-oxobutanoate (COBE) (0.8553 mol/L) in the shaker and only 8 h for the batch reduction in an alternating magnetic field. Continuous reduction in MFBRS provided new ideas for the efficient production of (R)-CHBE; 1.5882 mol/L (10 mL) of COBE can be completely converted in 6 h. The conversion and enantiomeric excess (e.e.) of (R)-CHBE were 100% and above 99.9% resp., in the three reaction systems mentioned above.

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Benzofuran – Wikipedia,
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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate(SMILESS: O=C(OCC)C[C@@H](O)CCl,cas:90866-33-4) is researched.Recommanded Product: Ethyl 2-(2-oxopyrrolidin-1-yl)acetate. The article 《Efficient synthesis of optically pure alcohols by asymmetric hydrogen-transfer biocatalysis: application of engineered enzymes in a 2-propanol-water medium》 in relation to this compound, is published in Applied Microbiology and Biotechnology. Let’s take a look at the latest research on this compound (cas:90866-33-4).

An efficient method is described for producing both enantiomers of chiral alcs. by asym. hydrogen-transfer bioreduction of ketones in a 2-propanol (IPA)-water medium with Escherichia coli biocatalysts expressing phenylacetaldehyde reductase (PAR: wild-type and mutant enzymes) from Rhodococcus sp. ST-10 and alc. dehydrogenase from Leifsonia sp. S749 (LSADH). Also described are the detailed properties of mutant PARs, Sar268, and HAR1, which were engineered to have high activity and productivity in media composed of polar organic solvent and water, and the construction of three-dimensional structure of PAR by homol. modeling. The Km and Vmax values for some substrates and the substrate specificity of mutant PARs were quite different from those of wild-type PAR. The results well explained the increased productivity of engineered PARs in IPA-water medium.

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Benzofuran – Wikipedia,
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Recommanded Product: 134434-31-4. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Isoquinolin-3-ol, is researched, Molecular C9H7NO, CAS is 134434-31-4, about Direct-dynamics approach to catalytic effects: The tautomerization of 3-hydroxyisoquinoline as a test case. Author is Fernandez-Ramos, Antonio; Smedarchina, Zorka; Zgierski, Marek Z..

The mechanism of tautomerization of 3-hydroxyisoquinoline (3HIQ) in its first excited singlet state is studied theor. for the isolated mol. and the 1:1 complexes with water (3HIQ/H2O) and acetic acid (3HIQ/AA). It is found that the proton transfer is a tunneling process which is strongly mediated by the motion of the heavier atoms involved in the hydrogen bond bridges. Therefore it is argued that quant. assessment of the tremendous catalytic effect of complexation observed exptl. is possible only through the evaluation of multidimensional tunneling rate constants These are addressed using a direct dynamics approach based on the multidimensional instanton model. The potential energy surface, which governs the tautomerization dynamics, is generated from ab initio calculations at CIS/6-31G* and CASSCF(8,8)/6-31G* levels of theory. It is formulated in terms of the normal modes of the transition state and consists of 33, 57, and 72 degrees of freedom for 3HIQ, 3HIQ/H2O, and 3HIQ/AA, resp. The catalytic effect of complexation is discussed as an interplay between the static component, reflected in the change of geometries and relative stabilities of the three stationary points, and the dynamic one, resulting from the effects of coupling of the tunneling motion to the skeletal modes. Since the coupling parameters reported in the present study are typical for proton transfer along hydrogen bridges, the relative weight of these effects in the overall acceleration of the reaction will be larger in complexes with smaller reduction of the barrier height upon complexation.

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Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate(SMILESS: O=C(OCC)C[C@@H](O)CCl,cas:90866-33-4) is researched.Safety of Methanesulfonato(2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl)(2′-amino-1,1′-biphenyl-2-yl)palladium(II). The article 《A method for determining ketoreductase activity in broth》 in relation to this compound, is published in Zhongguo Niangzao. Let’s take a look at the latest research on this compound (cas:90866-33-4).

The UV-Vis spectrophotometer method to determine the enzyme activity in fermentation broth was studied using Et 4-chloroacetoacetate (COBE) as substrate, NAD hydro-phosphate acid (NADPH) as a coenzyme. The enzyme activity was calculated by continuously measuring the consumption of NADPH. The optimum reaction conditions were acquired as follows: NADPH concentration 0.2 mmol/L, COBE 1.0 mmol/L, phosphate buffer 100 mmol/L, pH 6 and temperature 40 °C. Finally, five times parallel detections were done to determine the enzyme activity under the optimum reaction system. It showed that relative standard deviation was 0.48%. This method with advantages of simple, short time-consuming, high accuracy, good repeatability could be generally used in the measurement of ketoreductase activity.

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Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Application In Synthesis of (R)-Ethyl 4-chloro-3-hydroxybutanoate. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Separation of ethyl (R) 4-chloro-3-hydroxybutyrate from racemic mixture by using bulk liquid membrane.

The separation of optically active Et (R) 4-chloro-3-hydroxybutyrate (CHBE), which is precursor of L-carnitine, from its racemic mixture was studied. Bulk liquid membrane was used as a separation method. Racemic mixture was prepared by mixing each pure enantiomers. Carrier material that facilitates transport of CHBE was dissolved in membrane phase and cinchonidine, cyclodextrin were used as carriers. Carrier concentration, pH gradient, salt addition varied during experiment as exptl. parameters. CHBE transported from feed phase to receiving through the membrane phase, but the enantioselectivity was still in low range. Through whole experiment, proper selection of membrane phase and carrier was key factors that affected CHBE separation

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Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Yuasa, Yoshifumi; Tsuruta, Haruki published the article 《Practical syntheses of (S)-4-hydroxytetrahydrofuran-2-one, (S)-3-hydroxytetrahydrofuran, and their (R)-enantiomers》. Keywords: hydroxytetrahydrofuranone preparation; hydroxytetrahydrofuran preparation; THF hydroxy preparation; furanol preparation; chlorohydroxybutanoate cyclocondensation kinetics.They researched the compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate( cas:90866-33-4 ).HPLC of Formula: 90866-33-4. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:90866-33-4) here.

Optically active 4-hydroxytetrahydrofuran-2-one was synthesized in good yield from ClCH2CHOHCH2CO2Et (I) by refluxing with dilute HCl. In a similar manner, optically active 3-hydroxytetrahydrofuran was prepared from ClCH2CHOH(CH2)2OH, which was derived from I by NaBH4-reduction These cyclizations proceed without racemization.

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Benzofuran – Wikipedia,
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Recommanded Product: (R)-Ethyl 4-chloro-3-hydroxybutanoate. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Stereoselective ketone reduction by a carbonyl reductase from Sporobolomyces salmonicolor. Substrate specificity, enantioselectivity and enzyme-substrate docking studies. Author is Zhu, Dunming; Yang, Yan; Buynak, John D.; Hua, Ling.

In our effort to search for effective carbonyl reductases, the activity and enantioselectivity of a carbonyl reductase from Sporobolomyces salmonicolor have been evaluated toward the reduction of a variety of ketones. This carbonyl reductase (SSCR) reduces a broad spectrum of ketones including aliphatic and aromatic ketones, as well as α- and β-ketoesters. Among these substrates, SSCR shows highest activity for the reduction of α-ketoesters. Aromatic α-ketoesters are reduced to (S)-α-hydroxy esters, while (R)-enantiomers are obtained from the reduction of aliphatic counterparts. This interesting observation is consistent with enzyme-substrate docking studies, which show that hydride transfer occurs at the different faces of carbonyl group for aromatic and aliphatic α-ketoesters. It is worthy to note that sterically bulky ketone substrates, such as 2′-methoxyacetophenone, 1-adamantyl Me ketone, Et 4,4-dimethyl-3-oxopentanoate and Et 3,3-dimethyl-2-oxobutanoate, are reduced to the corresponding alcs. with excellent optical purity. Thus, SSCR possesses an unusually broad substrate specificity and is especially useful for the reduction of ketones with sterically bulky substituents.

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Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Formula: C6H11ClO3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Asymmetric synthesis of ethyl 4-chloro-(R)-3-hydroxybutyrate with baker’s yeast. Author is Yi, Ming-jun; Song, Guang-liang; Zhu, Hong-jun; Wang, Jin-tang.

Optically active Et 4-chloro-(R)-3-hydroxybutyrate was prepared by stereoselective bioreduction of Et 4-chloro-acetoacetate with baker’s yeast. Its structure was elucidated by IR,GC-MS and 1HNMR.The factors influencing the synthesis were investigated. The results showed that the optimal reaction condition as follows: baker’s yeast 600 g/L, mass concentration of glucose 20 g/L, feeding rate of substrate 16 mL/L,pH 5, reaction time 48 h, temperature 34 °C. The sp. rotation of the product was [α]20D = +13.9°.

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Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Asymmetric reduction of ethyl 4-chloroacetoacetate to ethyl (R)-(+)-4-chloro-3-hydroxybutyrate by recombinant Escherichia coli.Electric Literature of C6H11ClO3.

The NADPH-dependent aldehyde reductase gene was cloned from the genome of Sporobolomyces salmonicolor ZJU0105, and the recombinant E. coli BL21 (pET28-ALR0105) strain was constructed. The asym. reduction of Et 4-chloroacetoacetate (COBE) to Et (R)-(+)-4-chloro-3-hydroxybutyrate ((R)-CHBE) by the recombinant cells in an aqueous phase was investigated. The product is optically pure (R)-CHBE, and both the (R)-CHBE yield and stereoselectivity are higher than those in the reaction catalyzed by Sporobolomyces salmonicolor. The glucose dehydrogenase, NADPH and glucose are required for the recombinant cells to regenerate NADPH. The reaction is also inhibited by high concentration of COBE and CHBE, but high d. of recombinant cells can decrease this inhibitory effect. A yield of 96.5% and ee of 99% for (R)-CHBE are obtained under the appropriate reaction conditions.

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Benzofuran – Wikipedia,
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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 6-Fluoronicotinonitrile, is researched, Molecular C6H3FN2, CAS is 3939-12-6, about Discovery of PIPE-359, a Brain-Penetrant, Selective M1 Receptor Antagonist with Robust Efficacy in Murine MOG-EAE, the main research direction is PIPE359 muscarinic M1 receptor antagonist EAE multiple sclerosis remyelination.Electric Literature of C6H3FN2.

The discovery of PIPE-359, a brain-penetrant and selective antagonist of the muscarinic acetylcholine receptor subtype 1 is described. Starting from a literature-reported M1 antagonist, linker replacement and structure-activity relationship investigations of the eastern 1-(pyridinyl)piperazine led to the identification of a novel, potent, and selective antagonist with good MDCKII-MDR1 permeability. Continued semi-iterative positional scanning facilitated improvements in the metabolic and hERG profiles, which ultimately delivered PIPE-359. This advanced drug candidate exhibited robust efficacy in mouse myelin oligodendrocyte glycoprotein (MOG)-induced exptl. autoimmune encephalitis (EAE), a preclin. model for multiple sclerosis.

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Reference:
Benzofuran – Wikipedia,
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