Tag: M.W:100-200

COA of Formula: C6H11ClO3. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Preparation of ethyl (R)-3-hydroxy-4-chlorobutyrate by selective reduction of (R)-4-(trichloromethyl)-oxetan-2-one: key intermediate to (R)-carnitine and (R)-4-Amino-3-hydroxybutyric acid. Author is Song, Choong Eui; Lee, Jae Kyun; Kim, In O.; Choi, Jung Hoon.

Selective reduction of (R)-4-trichloromethyloxetan-2-one in ethanol by catalytic hydrogenation on Pd-C in the presence of KOAc gave directly Et (R)-3-hydroxy-4-chlorobutyrate (I). I can be used as a key intermediate for the synthesis of some biol. active γ-amino-β-hydroxyacids, such as (R)-carnitine and (R)-4-amino-3-hydroxybutyric acid.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate. 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 Stereospecific Reduction of Methyl O-Chlorobenzoylformate at 300 g/L-1 without Additional Cofactor using a Carbonyl Reductase Mined from Candida glabrata. Author is Ma, Hongmin; Yang, Linlin; Ni, Yan; Zhang, Jie; Li, Chun-Xiu; Zheng, Gao-Wei; Yang, Huaiyu; Xu, Jian-He.

In order to search for oxidoreductases suitable for the preparation of Me (R)-O-chloromandelate [(R)-CMM], the key intermediate for clopidogrel, the homologous proteins of Gre2p were expressed in Escherichia coli, among which CgKR1 showed the most satisfactory activity and stereoselectivity towards Me o-chlorobenzoylformate (CBFM). Using the crude enzyme of CgKR1 and glucose dehydrogenase (GDH), as much as 300 g/L-1 of CBFM was almost stoichiometrically converted to (R)-CMM with excellent enantiomeric excess (98.7% ee). More importantly, the reaction could be performed without external addition of an expensive cofactor. The substrate profile indicates that keto esters serve as the most suitable substrate, which was confirmed by gram-scale preparations Homol. modeling and docking anal. revealed the mol. basis for the high stereoselectivity of CgKR1. These demonstrate not only the feasibility of in silico mining of novel enzymes based on sequence homol. but also the applicability of this new reductase for the practical production of optically active (R)-CMM.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 6-Fluoronicotinonitrile(SMILESS: N#CC1=CC=C(F)N=C1,cas:3939-12-6) is researched.Recommanded Product: 16588-26-4. The article 《Solvent and substituent effects on fluorine-19 chemical shifts in some 5-substituted 2-fluoropyridines》 in relation to this compound, is published in Journal of the Chemical Society [Section] B: Physical Organic. Let’s take a look at the latest research on this compound (cas:3939-12-6).

The 19F NMR chem. shifts of several 5-substituted 2-fluoropyridines in 4 widely different solvents have been measured. The effects of solvents and substituents on the shifts paralleled those in the benzene series with certain modifications.

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Benzofuran – Wikipedia,
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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 90866-33-4, is researched, SMILESS is O=C(OCC)C[C@@H](O)CCl, Molecular C6H11ClO3Journal, Evaluation Study, Article, Research Support, Non-U.S. Gov’t, Journal of Industrial Microbiology & Biotechnology called Bioconversion of ethyl 4-chloro-3-oxobutanoate by permeabilized fresh brewer’s yeast cells in the presence of allyl bromide, Author is Yu, Ming-An; Wei, Yu-Meng; Zhao, Ling; Jiang, Lan; Zhu, Xiao-bing; Qi, Wei, the main research direction is brewers yeast reduction permeabilized.Computed Properties of C6H11ClO3.

Ethyl(R)-4-chloro-3-hydroxybutanoate ((R)-CHBE) was obtained by cetyltrimetylammonium bromide (CTAB) permeabilized fresh brewer’s yeast whole cells bioconversion of Et 4-chloro-3-oxobutanoate (COBE ) in the presence of allyl bromide. The results showed that the activities of alc. dehydrogenase (ADH) and glucose-6-phosphate dehydrogenase (G6PDH) in CTAB permeabilized brewer’s yeast cells increased 525 and 7.9-fold, resp., compared with that in the nonpermeabilized cells and had high enantioselectivity to convert COBE to (R)-CHBE. As one of co-substrates, glucose-6-phosphate was preprepared using glucose phosphorylation by hexokinase-catalyzed of CTAB permeabilized brewer’s yeast cells. In a two phase reaction system with Bu acetate as organic solvent and with 2-propanol and glucose-6-phosphate as co-substrates, the highest (R)-CHBE concentration of 447 mM was obtained with 110-130 g/l of the CTAB permeabilized cells at optimized pH, temperature, feeding rate and the shake speed of 125 r/min. The yield and enantiomeric excess (ee) of (R)-CHBE reached 99.5 and 99%, resp., within 6 h.

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Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Short synthesis of (R)- and (S)-4-amino-3-hydroxybutyric acid (GABOB), published in 2005-03-07, which mentions a compound: 90866-33-4, Name is (R)-Ethyl 4-chloro-3-hydroxybutanoate, Molecular C6H11ClO3, Reference of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

A simple and stereospecific synthesis of both (R)- and (S)-GABOB has been developed. The synthetic approach involves the conversion, through organoselenium intermediates, of com. available Et (R)- and (S)-4-chloro-3-hydroxybutyrate into a protected 1,2-amino alc. with retention of the original configuration.

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Benzofuran – Wikipedia,
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Product Details of 3939-12-6. 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: 6-Fluoronicotinonitrile, is researched, Molecular C6H3FN2, CAS is 3939-12-6, about Anhydrous Tetramethylammonium Fluoride for Room-Temperature SNAr Fluorination.

This paper describes the room-temperature SNAr fluorination of aryl halides and nitroarenes using anhydrous tetramethylammonium fluoride (NMe4F). This reagent effectively converts aryl-X (X = Cl, Br, I, NO2, OTf) to aryl-F under mild conditions (often room temperature). Substrates for this reaction include electron-deficient heteroaromatics (22 examples) and arenes (5 examples). The relative rates of the reactions vary with X as well as with the structure of the substrate. However, in general, substrates bearing X = NO2 or Br react fastest. In all cases examined, the yields of these reactions are comparable to or better than those obtained with CsF at elevated temperatures (i.e., more traditional halex fluorination conditions). The reactions also afford comparable yields on scales ranging from 100 mg to 10 g. A cost anal. is presented, which shows that fluorination with NMe4F is generally more cost-effective than fluorination with CsF.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Shimizu, Sakayu; Kataoka, Michihiko; Kita, Keiko published the article 《Chiral alcohol synthesis with microbial carbonyl reductases in a water-organic solvent two-phase system》. Keywords: asym microbial reduction chloroacetoacetate; chlorohydroxybutanoate asym microbial preparation; aldehyde reductase asym reduction chloroacetoacetate; Sporobolomyces salmonicolor enzyme asym reduction chloroacetoacetate; Candida magnoliae enzyme asym reduction chloroacetoacetate.They researched the compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate( cas:90866-33-4 ).SDS of cas: 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.

Production of chiral Et 4-chloro-3-hydroxybutanoate (CHBE) was performed through microbial asym. reduction of Et 4-chloroacetoacetate (CAAE). The enzymes reducing CAAE to (R)- and (S)-CHBE were found to be produced by Sporobolomyces salmonicolor and Candida magnoliae, resp. The enzyme of S. salmonicolor is a novel NADPH-dependent aldehyde reductase (AR) belonging to the aldo-keto reductase superfamily. When AR-overproducing Escherichia coli transformant cells or C. magnoliae cells were incubated in an organic solvent-water two-phase system, 300 or 90 mg/mL of CAAE was almost stoichiometrically converted to (R)- or (S)-CHBE (>92% ee), resp.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate( cas:90866-33-4 ) is researched.Related Products of 90866-33-4.Ni, Yan; Li, Chun-Xiu; Ma, Hong-Min; Zhang, Jie; Xu, Jian-He published the article 《Biocatalytic properties of a recombinant aldo-keto reductase with broad substrate spectrum and excellent stereoselectivity》 about this compound( cas:90866-33-4 ) in Applied Microbiology and Biotechnology. Keywords: biocatalysis aldo keto reductase substrate spectrum enantiomer stereoselectivity. Let’s learn more about this compound (cas:90866-33-4).

In the screening of 11 E. coli strains overexpressing recombinant oxidoreductases from Bacillus sp. ECU0013, an NADPH-dependent aldo-keto reductase (YtbE) was identified with capability of producing chiral alcs. The protein (YtbE) was overexpressed, purified to homogeneity, and characterized of biocatalytic properties. The purified enzyme exhibited the highest activity at 50°C and optimal pH at 6.5. YtbE served as a versatile reductase showing a broad substrate spectrum towards different aromatic ketones and keto esters. Furthermore, a variety of carbonyl substrates were asym. reduced by the purified enzyme with an addnl. coupled NADPH regeneration system. The reduction system exhibited excellent enantioselectivity (>99% ee) in the reduction of all the aromatic ketones and high to moderate enantioselectivity in the reduction of α-keto esters and β-keto esters. Among the ketones tested, Et 4,4,4-trifluoroacetoacetate was found to be reduced to Et (R)-4,4,4-trifluoro-3-hydroxy butanoate, an important pharmaceutical intermediate, in excellent optical purity. To the best of our knowledge, this is the first report of ytbE gene-encoding recombinant aldo-keto reductase from Bacillus sp. used as biocatalyst for stereoselective reduction of carbonyl compounds This study provides a useful guidance for further application of this enzyme in the asym. synthesis of chiral alc. enantiomers.

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Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

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.Jing, Keju; Xu, Zhinan; Liu, Ying; Jiang, Xiaoxia; Peng, Li; Cen, Peilin researched the compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate( cas:90866-33-4 ).Reference of (R)-Ethyl 4-chloro-3-hydroxybutanoate.They published the article 《Efficient production of recombinant aldehyde reductase and its application for asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to ethyl (R)-4-chloro-3-hydroxybutanoate》 about this compound( cas:90866-33-4 ) in Preparative Biochemistry & Biotechnology. Keywords: recombinant aldehyde reductase asym reduction. We’ll tell you more about this compound (cas:90866-33-4).

An NADPH-dependent aldehyde reductase (ALR, EC1.1.1.2) gene is cloned from Sporobolomyces salmonicolor ZJUB 105, and inserted into plasmid pQE30 to construct the expression plasmid (pQE30-ALR). A variety of E. coli strains were employed as hosts to obtain transformants with pQE30-ALR, resp. Among these different types of transformants, the highest enzyme activity of ALR can be produced with E. coli M15 (pQE30-ALR). The bioactivity of ALR could be further improved significantly by the optimization of induction conditions. The results showed that the enzyme activity of ALR reached 6.48 U/mg protein, which is fifteen times higher than that of S. salmonicolor ZJUB 105. This recombinant strain was applied to the asym. reduction of Et 4-chloro-3-oxobutanoate (COBE) to Et (R)-4-chloro-3- hydroxybutanoate (CHBE). The results showed that the yield and optical purity of (R)-CHBE reached 98.5% and 99% e.e. (enantiomeric excess), resp.

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Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Application of 90866-33-4. 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 Stereoselective reduction of ethyl 4-chloro-3-oxobutanoate by Escherichia coli transformant cells coexpressing the aldehyde reductase and glucose dehydrogenase genes.

The asym. reduction of Et 4-chloro-3-oxobutanoate to Et (R)-4-chloro-3-hydroxybutanoate (I) using E. coli cells, which coexpress both the aldehyde reductase gene from Sporobolomyces salmonicolor and the glucose dehydrogenase (GDH) gene from Bacillus megaterium as a catalyst was investigated. In an organic solvent-water 2-phase system, I formed in the organic phase amounted to 1610 mM (268 mg/mL), with a molar yield of 94.1% and an optical purity of 91.7% e.e. The calculated turnover number of NADP+ to I formed was 13,500 mol/mol. Since the use of E. coli JM109 cells harboring pKAR and pACGD as a catalyst is simple and does not require the addition of GDH or the isolation of the enzymes, it is highly advantageous for the practical synthesis of I.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem