Category: 90866-33-4

COA of 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 Enantioselective bioconversion using Escherichia coli cells expressing Saccharomyces cerevisiae reductase and Bacillus subtilis glucose dehydrogenase. Author is Park, Hyun Joo; Jung, Jihye; Choi, Hyejeong; Uhm, Ki-Nam; Kim, Hyung-Kwoun.

Et (R,S)-4-chloro-3-hydroxybutanoate (ECHB) is a useful chiral building block for the synthesis of L-carnitine and hypercholesterolemia drugs. The yeast reductase, YOL151W (GenBank locus tag), exhibits an enantioselective reduction activity, converting ethyl-4-chlorooxobutanoate (ECOB) exclusively into (R)-ECHB. YOL151W was generated in Escherichia coli cells and purified via Ni-NTA and desalting column chromatog. It evidenced an optimum temperature of 45°C and an optimum pH of 6.5-7.5. Bacillus subtilis glucose dehydrogenase (GDH) was also expressed in Escherichia coli, and was used for the recycling of NADPH, required for the reduction reaction. Thereafter, Escherichia coli cells co-expressing YOL151W and GDH were constructed. After permeablization treatment, the Escherichia coli whole cells were utilized for ECHB synthesis. Through the use of this system, the 30 mM ECOB substrate could be converted to (R)-ECHB.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Santaniello, Enzo; Ferraboschi, Patrizia; Grisenti, Paride; Manzocchi, Ada; Trave, Susanna published an article about the compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate( cas:90866-33-4,SMILESS:O=C(OCC)C[C@@H](O)CCl ).Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:90866-33-4) through the article.

At 25°, the pig liver esterase-catalyzed hydrolyses of RCH(OR1)CH2CO2Et (I; R = Ph, CH2Cl; R1 = H) proceed in aqueous phosphate buffer with moderate enantioselectivity, which is increased in 20% aqueous EtOH. When the hydroxy group is protected as acetate, the enantioselectivity of the enzymic reaction in water is generally improved, but cleavage of the acetoxy group competes with hydrolysis of the alkoxycarbonyl moiety. In 20% aqueous EtOH the acetoxy group of I (R = Ph, CH2Cl; R1 = Ac) is preferentially hydrolyzed, and the enantiomeric excess reaches 52-90%.

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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 Asymmetric reduction of ethyl 4-chloro-3-oxobutanoate to ethyl (R)-4-chloro-3-hydroxybutanoate with two co-existing, recombinant Escherichia coli strains, the main research direction is recombinant Escherichia asym reduction.SDS of cas: 90866-33-4.

Two recombinant strains, E. coli M15 (pQE30-alr0307) and E. coli M15 (pQE30-gdh0310), which were constructed to express, resp., an NADPH-dependent aldehyde reductase gene and a glucose dehydrogenase gene, were mixed in an appropriate ratio and used for the asym. reduction of Et 4-chloro-3-oxobutanoate to Et (R)-4-chloro-3-hydroxybutanoate. The former strain acted as catalyst and the latter functioned in NADPH regeneration. The biotransformation was completed effectively without any addition of glucose dehydrogenase or NADP+/NADPH. An optical purity of 99 (ee) was obtained and the product yield reached 90.5 from 28.5 mM substrate.

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Reference:
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 Stereochemical control in microbial reduction. Part 5. Effect of allyl alcohol on reduction of β-keto esters by bakers’ yeast, published in 1987-04-05, which mentions a compound: 90866-33-4, Name is (R)-Ethyl 4-chloro-3-hydroxybutanoate, Molecular C6H11ClO3, SDS of cas: 90866-33-4.

The stereochem. course of the reduction of β-keto esters by bakers’ yeast was controlled by treating the reduction systems with allyl alc. Thus, the reduction of the 3-oxopentanoate gave one D-3-hydroxypentanoate in 59% enantiomeric excess, while addition of 1.0 g allyl alc./L gave the reduced D-isomer in 96% enantiomeric excess.

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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, Cuihua Xuebao called Effective method for controlling the stereoselectivity in asymmetric reduction of β-oxo ester with yeast cells, Author is Yang, Zhonghua; Yao, Shanjing, the main research direction is oxoester asym reduction Saccharomyces enzyme inhibitor; stereoselective reduction oxoester Saccharomyces enzyme inhibitor.Quality Control of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

Using the reduction of Et 4-chloro-3-oxobutanoate (COBE) to enantiomeric pure Et 4-chloro-3-hydroxybutanoate (CHBE) as the model reaction, the method for controlling the stereoselectivity of reduction of β-oxo esters by pretreatment of the yeast was studied. The primary technique was pretreatment of the yeast cells with enzyme inhibitors, such as allyl alc. and allyl bromide, for a period before asym. transformation of COBE. It was found that the stereoselectivity of the reduction reaction could be controlled to produce S-CHBE when the yeast cells were pretreated with allyl alc. The ee of S-CHBE was improved with increasing the concentration of allyl alc. and the pretreatment time. 95% for ee of S-CHBE could be reached when allyl alc. was 1 g/L and pretreatment time was 2 h. On the contrary, the pretreatment with allyl bromide could turn the stereoselectivity of this reduction reaction from S-CHBE to R-CHBE. Also the inhibitor concentration and pretreatment time had pos. effect on ee of R-CHBE. And the ee of R-CHBE could reach to 98 % when an appropriate condition was applied.

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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.Computed Properties of CAgF3O3S. The article 《Synthesis of ethyl (R)-4-chloro-3-hydroxybutanoate with recombinant Escherichia coli cells expressing (S)-specific secondary alcohol dehydrogenase》 in relation to this compound, is published in Bioscience, Biotechnology, and Biochemistry. Let’s take a look at the latest research on this compound (cas:90866-33-4).

The synthesis of Et (R)-4-chloro-3-hydroxybutanoate ((R)-ECHB) from Et 4-chloroacetoacetate was studied using whole recombinant cells of Escherichia coli expressing a secondary alc. dehydrogenase of Candida parasilosis. Using 2-propanol as an energy source to regenerate NADH, the yield of (R)-ECHB reached 36.6 g/l (more than 99% ee, 95.2% conversion yield) without addition of NADH to the reaction mixture

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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.Garcia-Urdiales, Eduardo; Rebolledo, Francisca; Gotor, Vicente researched the compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate( cas:90866-33-4 ).Name: (R)-Ethyl 4-chloro-3-hydroxybutanoate.They published the article 《Enzymatic ammonolysis of ethyl (±)-4-chloro-3-hydroxybutanoate. Chemoenzymatic syntheses of both enantiomers of pyrrolidin-3-ol and 5-(chloromethyl)-1,3-oxazolidin-2-one》 about this compound( cas:90866-33-4 ) in Tetrahedron: Asymmetry. Keywords: enzymic ammonolysis ethyl chlorohydroxybutanoate; chemoenzymic preparation pyrrolidinol chloromethyloxazolidinone enantiomer; lipase B catalysis ammonolysis kinetic resolution. We’ll tell you more about this compound (cas:90866-33-4).

Lipase B from Candida antarctica efficiently catalyzed the kinetic resolution of Et (±)-4-chloro-3-hydroxybutanoate through an ammonolysis reaction. With this methodol., both enantiomers of 4-chloro-3-hydroxybutanamide were prepared and converted into pyrrolidin-3-ol and 5-(chloromethyl)-1,3-oxazolidin-2-one by simple processes consisting of a reduction reaction and a Hofmann rearrangement, resp.

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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 Synthesis of optically active ethyl 4-chloro-3-hydroxybutanoate by microbial reduction, the main research direction is chlorohydroxybutanoate manufacture Candida.COA of Formula: C6H11ClO3.

Some 400 yeast strains were examined for the ability to reduce Et 4-chloroacetoacetate (COBE) to Et 4-chloro-3-hydroxybutyrate (CHBE) by using acetone-dried cells in the presence of a coenzyme-recycling system in water/n-Bu acetate. Some of the yeast strains reduced COBE to (S)-CHBE. Heating of acetone-dried cells of the selected yeast strains increased the optical purity of the product. There may be several enzymes that can reduce COBE stereo-selectively in the same yeast cells. The cultured broth of Candida magnoliae accumulated 90 g/L (S)-CHBE (96.6% enantiomeric excess, e.e.) in the presence of glucose, NADP and glucose dehydrogenase in Bu acetate. When these cells were heated, the stereoselectivity of the reduction increased to 99% e.e. (S)-CHBE is one of the useful chiral building blocks applicable to the synthesis of some pharmaceuticals.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about High-level expression of recombinant glucose dehydrogenase and its application in NADPH regeneration, the main research direction is recombinant glucose dehydrogenase NADPH regeneration Bacillus NADPH.Recommanded Product: (R)-Ethyl 4-chloro-3-hydroxybutanoate.

Two glucose dehydrogenase (E.C. 1.1.1.47) genes, gdh223 and gdh151, were cloned from Bacillus megaterium AS1.223 and AS1.151, and were inserted into pQE30 to construct the expression vectors, pQE30-gdh223 and pQE30-gdh151, resp. The transformant Escherichia coli M15 with pQE30-gdh223 gave a much higher glucose dehydrogenase activity than that with the plasmid pQE30-gdh151. Thus it was used to optimize the expression of glucose dehydrogenase. An approx. tenfold increase in GDH activity was achieved by the optimization of culture and induction conditions, and the highest productivity of glucose dehydrogenase (58.7 U/mL) was attained. The recombinant glucose dehydrogenase produced by E. coli M15 (pQE30-gdh223) was then used to regenerate NADPH. NADPH was efficiently regenerated in vivo and in vitro when 0.1 M glucose was supplemented concomitantly in the reaction system. Finally, this coenzyme-regenerating system was coupled with a NADPH-dependent bioreduction for efficient synthesis of Et (R)-4-chloro-3-hydroxybutanoate from Et 4-chloro-3-oxobutanoate.

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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.Category: benzofurans. The article 《Reductions of keto esters with Baker’s yeast in organic solvents – a comparison with the results in water》 in relation to this compound, is published in Tetrahedron. Let’s take a look at the latest research on this compound (cas:90866-33-4).

The enantiomeric excess in reductions of keto esters with Baker’s yeast (Saccharomyces cerevisiae) can conveniently be altered in organic solvents such as Et2O, PhMe, hexane and EtOAc, when compared to corresponding transformations in water. Thus, while yields were generally lowest in EtOAc, MeCO(CH2)nCO2Et (n = 0, 1) gave nearly quant. yields of (S)-HOCHMe(CH2)nCO2Et in ≤100% e.e. in the other 4 solvents. RCOCH2CO2Et (I; R = ClCH2) gave slightly lower yields of the corresponding (R)-HOCHRCH2CO2Et in all solvents except H2O. The major product isomer and stereoselectivity from I (R= Et, Pr) varied with the solvent.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem