The effect of reaction temperature change on equilibrium 90866-33-4

《Improving the Stereoselectivity of Asymmetric Reduction of 3-Oxo Ester to 3-Hydroxy Ester with Pretreatments on Bakers’ Yeast》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate. 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 Improving the Stereoselectivity of Asymmetric Reduction of 3-Oxo Ester to 3-Hydroxy Ester with Pretreatments on Bakers’ Yeast. Author is Yang, Zhong-Hua; Yao, Shan-Jing; Lin, Dong-Qiang.

The techniques for improving the stereoselectivity of asym. reduction of 3-oxo ester to chiral 3-hydroxy ester catalyzed by yeast cells were studied. Et 4-chloro-3-oxobutanoate was chosen as the model substrate, and the effects of heating and enzyme inhibitor pretreatment of yeast cells on the stereoselectivity of the reduction reaction were investigated in detail. The results showed that the heating pretreatment and preincubation with allyl alc. could remarkably improve the stereoselectivity of the S-(D)-product, resp. The stereoselectivity of the S-form product increased with increasing temperature and treatment time in the heating pretreatment. Using allyl alc. as enzyme inhibitor, the stereoselectivity of the S-form product also increased with increasing the concentration of allyl alc. Under appropriate pretreatment conditions, the ee of (S)-Et 4-chloro-3-hydroxybutanoate in the asym. reduction could reach as high as 97%.

《Improving the Stereoselectivity of Asymmetric Reduction of 3-Oxo Ester to 3-Hydroxy Ester with Pretreatments on Bakers’ Yeast》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Discovery of 90866-33-4

《Enzymic production of ethyl (R)-4-chloro-3-hydroxybutanoate: asymmetric reduction of ethyl 4-chloro-3-oxobutanoate by an Escherichia coli transformant expressing the aldehyde reductase gene from yeast》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Synthetic Route of C6H11ClO3.

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.Synthetic Route of C6H11ClO3.Kataoka, M.; Rohani, L. P. S.; Yamamoto, K.; Wada, M.; Kawabata, H.; Kita, K.; Yanase, H.; Shimizu, S. published the article 《Enzymic production of ethyl (R)-4-chloro-3-hydroxybutanoate: asymmetric reduction of ethyl 4-chloro-3-oxobutanoate by an Escherichia coli transformant expressing the aldehyde reductase gene from yeast》 about this compound( cas:90866-33-4 ) in Applied Microbiology and Biotechnology. Keywords: asym reduction ethylchlorooxobutanoate recombinant Escherichia; aldehyde reductase Escherichia ethylchlorooxobutanoate asym reduction. Let’s learn more about this compound (cas:90866-33-4).

The asym. reduction of Et 4-chloro-3-oxobutanoate (COBE) to Et (R)-4-chloro-3-hydroxybutanoate (CHBE) using Escherichia coli JM109 (pKAR) cells expressing the aldehyde reductase gene from Sporobolomyces salmonicolor AKU4429 as a catalyst was studied. The reduction required NADP+, glucose and glucose dehydrogenase for NADPH regeneration. In an aqueous system, the substrate was unstable, and inhibition of the reaction by the substrate was also observed Efficient conversion of COBE to (R)-CHBE with a satisfactory enantiomeric excess (ee) was attained on incubation with transformant cells in an Bu acetate/water two-phase system containing the above NADPH-regeneration system. Under the optimized conditions, with the periodical addition of COBE, glucose and glucose dehydrogenase, the (R)-CHBE yield reached 1530 mM (255 mg/mL) in the organic phase, with a molar conversion yield of 91.1% and an optical purity of 91% ee. The calculated turnover of NADP+, based on the amounts of NADP+ added and CHBE formed, was about 5100 mol/mol.

《Enzymic production of ethyl (R)-4-chloro-3-hydroxybutanoate: asymmetric reduction of ethyl 4-chloro-3-oxobutanoate by an Escherichia coli transformant expressing the aldehyde reductase gene from yeast》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Synthetic Route of C6H11ClO3.

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Interesting scientific research on 90866-33-4

《Enantioselective hydrogenation reactions with a full set of preformed and prepared in situ chiral diphosphine-ruthenium(II) catalysts》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Reference of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

Reference of (R)-Ethyl 4-chloro-3-hydroxybutanoate. 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 Enantioselective hydrogenation reactions with a full set of preformed and prepared in situ chiral diphosphine-ruthenium(II) catalysts. Author is Genet, J. P.; Pinel, C.; Ratovelomanana-Vidal, V.; Mallart, S.; Pfister, X.; Bischoff, L.; Cano De Andrade, M. C.; Darses, S.; Galopin, C..

The new class of 2-methylallyl ruthenium chiral diphosphines (P*P)RuII(2-methylallyl)2 (1, P*P = chiral diphosphine) are efficient in asym. hydrogenation of α,β unsaturated acids and allylic alcs. The related chiral halogen-containing ruthenium catalysts (P*P)RuIIX2 (X = halogen) are prepared from 1 or in situ from (COD)Ru[η3-(CH2)2CHCH3]2 by ligand exchange with the chelating diphosphine followed by protonation (HX) in acetone. This procedure allows rapid screening of chiral phosphines, such as Diop, Chiraphos, Cbd, Bppm, Binap, β-glucophos, Biphemp, MeO-Biphep, Me-Duphos, in ruthenium mediated hydrogenations of prochiral substrates. A high efficiency is displayed by Ru-catalysts having atropisomeric ligands (e.e. up to 99%) and a C2 sym. bis(phospholane) has also emerged as a valuable ligand (Me-Duphos, e.e. up to 87% not optimized). Asym. hydrogenation of β-keto esters can be conducted under quite mild conditions (4 atm. of H2, 50°, e.e. up to 99%). β-Keto esters having a disubstituted double bond are also hydrogenated chemoselectively to unsaturated chiral alcs. under controlled conditions with excellent optical purities.

《Enantioselective hydrogenation reactions with a full set of preformed and prepared in situ chiral diphosphine-ruthenium(II) catalysts》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Reference of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The effect of reaction temperature change on equilibrium 90866-33-4

《Total synthesis of (+)-negamycin and its 5-epi-derivative》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Recommanded Product: 90866-33-4.

Recommanded Product: 90866-33-4. 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 Total synthesis of (+)-negamycin and its 5-epi-derivative. Author is Nishiguchi, Shigenobu; Sydnes, Magne O.; Taguchi, Akihiro; Regnier, Thomas; Kajimoto, Tetsuya; Node, Manabu; Yamazaki, Yuri; Yakushiji, Fumika; Kiso, Yoshiaki; Hayashi, Yoshio.

(+)-Negamycin was prepared in 13 steps in an overall yield of 31% from com. available Et (R)-(+)-4-chloro-3-hydroxybutanoate. The key step in the reaction sequence was a highly stereoselective Michael addition of chiral amine (1S,2R)-(-)-2-methoxybornyl-10-benzylamine (I) into the α,β-unsaturated ester II to give adduct III, thus establishing the second chiral center in (+)-negamycin. 5-Epi-Negamycin was also prepared in a similar fashion.

《Total synthesis of (+)-negamycin and its 5-epi-derivative》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Recommanded Product: 90866-33-4.

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Something interesting about 90866-33-4

《Enantioselective synthesis of L-carnitine and acetyl-L-carnitine hydrochlorides》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Application In Synthesis of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

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 Enantioselective synthesis of L-carnitine and acetyl-L-carnitine hydrochlorides.Application In Synthesis of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

The enantioselective synthesis of L-carnitine and acetyl-L-carnitine hydrochlorides was described. The asym. reduction of Et γ-chloroacetoacetate catalyzed by chiral oxazaborolidines enantioselectively gave Et R-3-hydroxy-4-chlorobutyrate in good yield and enantioselectivity. In following two steps, such an ester was converted into L-carnitine hydrochloride in 68.3% overall yield with 94.6% ee and acetyl-L-carnitine hydrochloride in 62.6% overall yield with 96.8% ee. Some factors effecting the yield and the enantioselectivity of asym. reduction of Et γ-chloroacetoacetate were investigated.

《Enantioselective synthesis of L-carnitine and acetyl-L-carnitine hydrochlorides》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Application In Synthesis of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Properties and Exciting Facts About 90866-33-4

《New chiral diphosphine ligands designed to have a narrow dihedral angle in the biaryl backbone》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

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, Advanced Synthesis & Catalysis called New chiral diphosphine ligands designed to have a narrow dihedral angle in the biaryl backbone, Author is Saito, Takao; Yokozawa, Tohru; Ishizaki, Takero; Moroi, Takashi; Sayo, Noboru; Miura, Takashi; Kumobayashi, Hidenori, the main research direction is chiral diphosphine ligand preparation narrow dihedral angle biaryl backbone; bibenzodioxole diyl diarylphosphine ligand preparation ruthenium complexation; asym catalytic hydrogenation catalyst benzodioxolediyl diarylphosphine ruthenium complex preparation; carbonyl compound asym catalytic hydrogenation catalyst benzodioxolediyl diarylphosphine ruthenium; SEGPHOS ruthenium complex preparation asym hydrogenation catalyst.Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

A series of novel optically active diphosphine ligands, (4,4′-bi-1,3-benzodioxole)-5,5′-diyl-bis(diarylphosphine)s, which are called SEGPHOS, has been designed and synthesized with dihedral angles in the Ru complexes being less than that in the corresponding BINAP-Ru complex. The stereorecognition abilities of SEGPHOS-Ru complex catalysts in the asym. catalytic hydrogenation of a wide variety of carbonyl compounds are superior to those observed with BINAP-Ru complex catalysts.

《New chiral diphosphine ligands designed to have a narrow dihedral angle in the biaryl backbone》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate.

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Something interesting about 90866-33-4

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

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 Mathematical modeling of asymmetric reduction of ethyl 4-chloro acetoacetate by bakers’ yeast, the main research direction is chloro acetoacetate stereoselective enzymic reduction Saccharomyces; stereoselective reduction reaction kinetics modeling.Application of 90866-33-4.

A mathematic model was developed to simulate the asym. reduction of Et 4-chloro acetoacetate (ECA) by bakers’ yeast. The model of the process considered the kinetics of enzymic reaction, the effect of substrate inhibition and the spontaneous degradation of the substrate. The reaction kinetics of the ECA degradation was determined empirically. The inhibition by the substrate was analyzed and the apparent kinetic constants of the overall enzymic reaction, of the S-enzymes and of the R-enzymes, were estimated individually. The system of equations was solved numerically using the Runge-Kutta method. The close correlation between the predicted and exptl. results concerning product formation, reaction yield and optical purity of product under various substrate concentrations, implied the reliability of the established model.

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

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Some scientific research about 90866-33-4

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.

COA of Formula: C6H11ClO3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Stereoselective reduction by ethyl 4-chloro-3-oxobutanoate by a microbial aldehyde reductase in an organic solvent-water diphasic system. Author is Shimizu, Sakayu; Kataoka, Michihiko; Katoh, Masaaki; Morikawa, Tadashi; Miyoshi, Teruzo; Yamada, Hideaki.

Enzyme-catalyzed asym. reduction of Et 4-chloro-3-oxobutanoate (I) in an organic solvent-water diphasic system was studied. NADPH-dependent aldehyde reductase isolated from Sporobolomyces salmonicolor AKU4429 and glucose dehydrogenase were used as catalysts for reduction of I and recycling of NADPH, resp., in this system. In an aqueous system I was unstable. Inhibition of the reaction and inactivation of the enzymes by the substrate and the product were also observed BuOAc-H2O diphasic system very efficiently overcame these limitations. In a 1600-mL-1600-mL scale diphasic reaction, Et (R)-4-chloro-3-hydroxybutanoate (0.80 mol; 86% enantiomeric excess) was produced from I in a molar yield of 95.4% with an NADPH turnover of 5500 mol/mol.

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

Downstream Synthetic Route Of 90866-33-4

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

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 A recombinant ketoreductase tool-box. Assessing the substrate selectivity and stereoselectivity toward the reduction of β-ketoesters, the main research direction is ketoreductase reduction stereoselective beta keto ester.Recommanded Product: (R)-Ethyl 4-chloro-3-hydroxybutanoate.

The substrate selectivity and stereoselectivity of a series of ketoreductases were evaluated toward the reduction of two sets of β-ketoesters. Both the structural variety at β-position and the substituent at α-position greatly affected the activity and stereoselectivity of these ketoreductases. For the first set of β-ketoesters, at least one ketoreductase was found that catalyzed the formation of either (D) or (L) enantiomer of β-hydroxyesters from each substrate with high optical purity, with the only exception of Et (D)-3-hydroxy-3-phenylpropionate. For the second set of β-ketoesters with α-substituents, the situation is more complex. More commonly, a ketoreductase was found that formed one of the four diastereomers in optically pure form, with only a few cases in which enzymes could be found that formed two or more of the diastereomers in high optical purity. The continued development of new, more diverse ketoreductases will create the capability to produce a wider range of single diastereomers of 2-substituted-3-hydroxy acids and their derivatives

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

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Interesting scientific research on 90866-33-4

Different reactions of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Application In Synthesis of (R)-Ethyl 4-chloro-3-hydroxybutanoate require different conditions, so the reaction conditions are very important.

Application In Synthesis of (R)-Ethyl 4-chloro-3-hydroxybutanoate. 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 Cloning, expression, and characterization of an (R)-specific alcohol dehydrogenase from Lactobacillus kefir. Author is Weckbecker, Andrea; Hummel, Werner.

Lactobacillus kefir DSM 20587 produces an (R)-specific NADP-dependent alc. dehydrogenase (ADH) with a broad substrate specificity. The gene of this ADH was isolated and the complete nucleotide sequence determined The adh gene comprises 759 bp and encodes a protein of 252 amino acids with a calculated mol. weight of 26 781 Da. The deduced amino acid sequence indicated a high degree of similarity to short-chain dehydrogenases. After cloning and expression in Escherichia coli the enzyme was purified and characterized. For the reduction of acetophenone the specific activity of the homogeneous recombinant ADH was 558 U mg-1. The enzyme shows its maximum activity at 50°C while the pH optimum was at pH 7.0. In order to demonstrate its preparative application, purified ADH was used for the stereoselective reduction of several aliphatic and aromatic ketones as well as β-keto esters. Glucose dehydrogenase was added for the regeneration of NADPH. All prochiral ketones were stereoselectively reduced to the corresponding alcs. with >99% ee and in the case of diketones >99% de.

Different reactions of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Application In Synthesis of (R)-Ethyl 4-chloro-3-hydroxybutanoate require different conditions, so the reaction conditions are very important.

Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem