Category: 90866-33-4

COA of Formula: C6H11ClO3. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about How cell physiology affects enantioselectivity of the biotransformation of ethyl 4-chloro-acetoacetate with Saccharomyces cerevisiae. Author is Bertau, M..

Saccharomyces cerevisiae (baker’s yeast) reduces Et 4-chloro-acetoacetate enantioselectively to (R)- or (S)-Et 4-chloro-3-hydroxybutyrate depending on the reaction conditions and the physiol. state of the yeast cells. The (S)-enantiomer is obtained under batch conditions with resting cells (55%, enantiomeric excess [ee]), and 4-chloro-acetate fed-batch actively metabolizing yeast affords the (R)-isomer (54%, ee). The enantioselective reduction of the substrate is accompanied by competing enzyme actions. Of the metabolites formed from the substrate, chloroacetone and the target compound (R)-Et 4-chloro-3-hydroxybutyrate emerged as most important effectors of enantioselectivity of the microbial reduction As a minor side-reaction, an aerobic reductive dehalogenation of the substrate was observed The unusual high enantiopurity of the dehalo-product (S)-Et 3-hydroxybutyrate confirms the stereo-directing effect of chloroacetone impressively. Hence, with S. cerevisiae either enantiomer can be obtained by variation of reaction conditions. The yeast further turned out to be a promising biocatalyst for dehalogenations.

Different reactions of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)COA of Formula: C6H11ClO3 require different conditions, so the reaction conditions are very important.

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

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, Industrial & Engineering Chemistry Research called A Complex Process of Asymmetric Synthesis of β-Hydroxy Ester by Baker’s Yeast Accompanied by Resin Adsorption, Author is Yang, Zhong-Hua; Yao, Shan-Jing; Guan, Yi-Xin, the main research direction is bakers yeast asym reduction resin adsorption.SDS of cas: 90866-33-4.

Asym. reduction of β-oxo ester to chiral β-hydroxy ester by yeast cells is one of the most promising routes for synthesis of chiral pharmaceutical intermediates. But the stereoselectivity and initial substrate concentration of this asym. reduction reaction are usually unsatisfactory. When asym. reduction of Et 4-chloro-3-oxobutanoate to chiral Et 4-chloro-3-hydroxybutanoate by baker’s yeast was chosen as the model reaction, it was investigated to improve the stereoselectivity and initial substrate concentration of this asym. reduction reaction by introducing resin to slowly release the substrate and in situ adsorb the product. The experiments indicated that the stereoselectivity could be promoted from about 78% to 95% with this technique, and the initial substrate concentration could be increased from 70 to 150 mmol/L, but the yield and stereoselectivity were still satisfactory with introducing resin.

Different reactions of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)SDS of cas: 90866-33-4 require different conditions, so the reaction conditions are very important.

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.COA of Formula: C6H11ClO3.Chung, Sunho; Hwang, Yunesahng published the article 《Stereoselective hydrolysis of racemic ethyl 4-chloro-3-hydroxybutyrate by a lipase》 about this compound( cas:90866-33-4 ) in Biocatalysis and Biotransformation. Keywords: lipase stereoselective hydrolysis ethyl chlorohydroxybutyrate. Let’s learn more about this compound (cas:90866-33-4).

The stereoselective hydrolysis of racemic Et 4-chloro-3-hydroxybutyrate (ECHB) was performed by using Novozym 435 lipase in an aqueous phase. It was found that racemic ECHB was hydrolyzed to (R)-ECHB and (S)-3-hydroxy-gamma-butyrolactone (HGBL) via (S)-4-chloro-3-hydroxybutyric acid. From this result, (R)-ECHB (99%ee) was produced in a good yield on a preparative scale.

The article 《Stereoselective hydrolysis of racemic ethyl 4-chloro-3-hydroxybutyrate by a lipase》 also mentions many details about this compound(90866-33-4)COA of Formula: C6H11ClO3, you can pay attention to it, because details determine success or failure

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Recommanded Product: (R)-Ethyl 4-chloro-3-hydroxybutanoate. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Systematic Investigation of Saccharomyces cerevisiae Enzymes Catalyzing Carbonyl Reductions. Author is Kaluzna, Iwona A.; Matsuda, Tomoko; Sewell, Aileen K.; Stewart, Jon D..

Eighteen key reductases from baker’s yeast (Saccharomyces cerevisiae) have been overproduced in Escherichia coli as glutathione S-transferase fusion proteins. A representative set of α- and β-keto esters was tested as substrates (11 total) for each purified fusion protein. The stereoselectivities of β-keto ester reductions depended both on the identity of the enzyme and the substrate structure, and some reductases yielded both L- and D-alcs. with high stereoselectivities. While α-keto esters were generally reduced with lower enantioselectivities, it was possible in all but one case to identify pairs of yeast reductases that delivered both alc. antipodes in optically pure form. Taken together, the results demonstrate not only that individual yeast reductases can be used to supply important chiral building blocks, but that GST-fusion proteins allow rapid identification of synthetically useful biocatalysts (along with their corresponding genes).

After consulting a lot of data, we found that this compound(90866-33-4)Recommanded Product: (R)-Ethyl 4-chloro-3-hydroxybutanoate can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Category: benzofurans. 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 4-Hydroxy-2-oxo-1-pyrrolidineacetamide. Author is Chen, Xue; Lei, Yingjie; Ding, Mei; Bi, Ye.

Asym. reduction of Et 4-chloro-3-oxobutanoate to the title compound (i.e. (R)-oxyracetam) catalyzed by Saccharomyces cerevisiae and followed with the condensation of 2-amino-acetamide in alk. solution was investigated. The target compound was obtained in 52.7% yield and confirmed by sp. rotation and 1H NMR.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Yamamoto, Hiroaki; Kimoto, Norihiro; Matsuyama, Akinobu; Kobayashi, Yoshinori published the article 《Purification and properties of a carbonyl reductase useful for production of ethyl (S)-4-chloro-3-hydroxybutanoate from Kluyveromyces lactis》. Keywords: carbonyl reductase ethylchlorohydroxybutanoate Kluyveromyces.They researched the compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate( cas:90866-33-4 ).Synthetic Route of C6H11ClO3. 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.

A novel carbonyl reductase (KLCR1) that reduced Et 4-chloroacetoacetate (ECAA) to synthesize Et (S)-4-chloro-3-hydroxybutanoate ((S)-ECHB) was purified from Kluyveromyces lactis. KLCR1 catalyzed the NADPH-dependent reduction of ECAA enantioselectively but not the oxidation of (S)-ECHB. From partial amino acid sequences, KLCR1 was suggested to be an α subunit of fatty acid synthase (FAS) but did not have FAS activity.

After consulting a lot of data, we found that this compound(90866-33-4)Synthetic Route of C6H11ClO3 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 90866-33-4, is researched, Molecular C6H11ClO3, about Efficient production of ethyl (R)-4-chloro-3-hydroxybutanoate by a novel alcohol dehydrogenase from Lactobacillus curieae S1L19, the main research direction is Lactobacillus short chain alc dehydrogenase biotransformation ethyl chloro hydroxybutanoate; alc dehydrogenase Lactobacillus enantioselectivity production R CHBE.Related Products of 90866-33-4.

Et (R)-4-chloro-3-hydroxybutanoate ester [(R)-CHBE] is an important chiral intermediate for the synthesis of chiral drugs. In this study, a novel short-chain, NADH-dependent dehydrogenase (LCRIII) from Lactobacillus curieae S1L19 was discovered to exhibit high activity and enantioselectivity in the production of (R)-CHBE by reduction of Et 4-chloroacetoacetate (COBE). LCRIII was heterologously overexpressed in Escherichia coli and the protein was purified to homogeneity. Characterization of LCRIII showed broad substrate specificity towards a variety of ketones. In addition, an efficient cofactor regeneration system was constructed by co-expressing LCRIII and glucose dehydrogenase (GDH) in E. coli cells. Up to 1.5 M (246.8 g/L) COBE could be completely reduced to (R)-CHBE with excellent enantiomeric excess ( > 99% ee) in a monophasic aqueous system. Moreover, the process could be performed even without external addition of cofactors. These results demonstrate the great potential of this process in industrial applications.

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Reference:
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.Wong, Chihuey; Drueckhammer, Dale G.; Sweers, Henri M. researched the compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate( cas:90866-33-4 ).Recommanded Product: (R)-Ethyl 4-chloro-3-hydroxybutanoate.They published the article 《Enzymic vs. fermentative synthesis: thermostable glucose dehydrogenase catalyzed regeneration of NAD(P)H for use in enzymic synthesis》 about this compound( cas:90866-33-4 ) in Journal of the American Chemical Society. Keywords: immobilized glucose dehydrogenase thermostability Bacillus; enzymic organic synthesis NADH NADPH regeneration. We’ll tell you more about this compound (cas:90866-33-4).

Procedures are described for regeneration of reduced nicotinamide cofactors, NADH and NADPH, from NAD(P) based on glucose and thermostable glucose dehydrogenase from Bacillus cereus immobilized in polyacrylamide gels. The turnover number for NAD in a synthesis of 200 mmol of D-lactate was 40,000. Application of this system to other syntheses was demonstrated with preparations of Et (R)-4-chloro-3-hydroxybutanoate, (R)-2,2,2-trifluoro-1-phenylethanol, Et (S)-3-hydroxyvalerate, (S)-lactaldehyde di-Me acetal, and (S)-3-hydroxybutanal di-Me acetal. Further investigation of the kinetics regarding the thermoresistance of glucose dehydrogenase in the presence of NaCl was carried out, and it appeared that the enhancement by NaCl of the thermal stability of the enzyme was approx. 3rd-order. The immobilized glucose dehydrogenase incubated at 55°, pH 7.5, for 7 days was still fully active, whereas many other enzymes are completely inactivated in 1-2 days. Addition of NaCl enhanced the thermal stability more significantly than the immobilization did, and a marked increase in thermal stability was observed with these 2 combined factors. The half-life of the immobilized glucose dehydrogenase at 55° in a buffer (pH 7.0-7.5) containing 1M NaCl was >30 days compared to 3 min for the free enzyme, corresponding to an overall ∼50,000-fold increase in thermal stability.

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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: (R)-Ethyl 4-chloro-3-hydroxybutanoate(SMILESS: O=C(OCC)C[C@@H](O)CCl,cas:90866-33-4) is researched.Synthetic Route of C18H13BCl3F4N3O. The article 《Discovery of a reductase-producing strain recombinant E. coli CCZU-A13 using colorimetric screening and its whole cell-catalyzed biosynthesis of ethyl (R)-4-chloro-3-hydroxybutanoate》 in relation to this compound, is published in Bioresource Technology. Let’s take a look at the latest research on this compound (cas:90866-33-4).

An NADH-dependent reductase (SsCR) was discovered by genome data mining. After SsCR was overexpressed in E. coli BL21, recombinant E. coli CCZU-A13 with high reductase activity and excellent stereoselectivity for the reduction of Et 4-chloro-3-oxobutanoate (COBE) into Et (R)-4-chloro-3-hydroxybutanoate ((R)-CHBE) was screened using one high-throughput colorimetric screening strategy. After the reaction optimization, a highly stereoselective bioreduction of COBE into (R)-CHBE (>99% ee) with the resting cells of E. coli CCZU-A13 was successfully demonstrated in Bu acetate-water (10:90, volume/volume) biphasic system. Biotransformation of 600 mM COBE for 8 h in the biphasic system, (R)-CHBE (>99% ee) could be obtained in the high yield of 100%. Moreover, the broad substrate specificity in the reduction of aliphatic and aromatic carbonyl compounds was also found. Significantly, E. coli CCZU-A13 shows high potential in the industrial production of (R)-CHBE (>99% ee) and its derivatives

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Reference of (R)-Ethyl 4-chloro-3-hydroxybutanoate. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Determination of chiral pharmaceutical intermediates ethyl 4-chloro-3-hydroxybutyrate by gas chromatograph. Author is Wei, Shan-huai; Xu, Yan; Wei, Zhi-ming; Huang, Ping; Huang, Ke-run; Mu, Yun-ling; Mo, You-bin.

A gas chromatog. method for the determination of pharmaceutical intermediates chiral Et 4-chloro-3-hydroxybutyrate from Et 4-chloroacetoacetate by the asym. hydrogenation was described. Chiral capillary column and 1, 3-butanediol as internal standard were chosen as chromatog. conditions, in which all components could be separated and determined The detection limit was less than 20mg/L, the RSD was 0.42%∼0.68% and the recovery was 97.7%∼101.3%.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem