Category: 3976-69-0

On October 16, 2015, Young, Ian S.; Haley, Matthew W.; Tam, Annie; Tymonko, Steven A.; Xu, Zhongmin; Hanson, Ronald L.; Goswami, Animesh published an article.Application of 3976-69-0 The title of the article was A Scalable Synthesis of (R,R)-2,6-Dimethyldihydro-2H-pyran-4(3H)-one. And the article contained the following:

A scalable synthesis of (R,R)-2,6-dimethyldihydro-2H-pyran-4(3H)-one is reported. Key to this strategy is the Ti(OiPr)4-catalyzed Kulinkovich cyclopropanation of silyl protected (R)-Et 3-hydroxybutanoate, and subsequent oxidative fragmentation of the cyclopropanol. The resulting vinyl ketone intermediate was then subjected to oxidative Heck cyclization to form the enone substrate required for conjugate addition A diastereoselective copper-catalyzed Grignard addition procedure was implemented to install the requisite Me group, with the inclusion of 1,3-bis(diphenylphosphino)propane and trimethylsilyl chloride greatly increasing the robustness of this process. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Application of 3976-69-0

The Article related to pyranonr dimethyldihydro preparation kulinkovich cyclopropanation oxidative fragmentation cyclization, Heterocyclic Compounds (One Hetero Atom): Pyrans and other aspects.Application of 3976-69-0

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On September 1, 2019, Gaalova, Jana; Hejda, Stanislav; Stavarek, Petr; Sykora, Jan; Fajgar, Radek; Kluson, Petr; Izak, Pavel published an article.Quality Control of (R)-Methyl 3-hydroxybutanoate The title of the article was Pervaporation of (R)/(S)-methyl 3-hydroxybutyrate (∑MHB) from a mixture containing an ionic liquid, methanol and Ru catalyst. And the article contained the following:

Complex technologies in the production of fine chems. bring together various connected processes, each bringing specific green chem. challenges. A valuable mixture arises in the stereoselective hydrogenation of methyl-acetoacetate (MAA) to (R)- and (S)- Me 3-hydroxybutyrate (∑MHB) over Ru organometallic complex (R)-Ru/BINAP, and in a “green” tetra-alkylammonium bistriflimide/methanol/water solvent phase. The reaction could be carried out in various arrangements, e.g. in a batch mode, in a continuous stirred-tank reactor, or even in a tubular microfluidic chip reactor. In either case, the valuable optically pure Ru complex has been sought to be effectively separated, and potentially recycled. The ionic liquid phase (tetra-alkylammonium bistriflimide) is intended for selective accommodation of the complex in the reaction mixture and as a green alternative to other solvents. It was the main issue of this work to design a specific separation unit, to construct it, and to optimize its performance towards the efficient separation of ∑MHB from the ionic liquid phase bearing the (R)-Ru/BINAP complex. The unit was developed to be connected with the complex preparation process, employing the microreactor fluid flow platform. The separation part of the overall technol. was designed as a membrane pervaporation. The membrane separation proceeded with different feed mixtures combining ∑methyl 3-hydroxybutyrate, methanol, ionic liquid and/or the catalyst. The technique was applied at various temperatures, using the industrial composite PDMS membrane, PERVAP 4060 from Sulzer. The feed as well as the pervaporate were analyzed by NMR spectroscopy and IR spectroscopy. The enrichment factor of the ∑MHB with respect to the retentate was 1.24 and the ∑MHB permeate mass flux was 61 g h-1 m-2. In addition, the membrane was characterized by SEM and energy dispersive X-ray microanal. after the membrane process, showing no sorption of the catalyst into the membrane. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Quality Control of (R)-Methyl 3-hydroxybutanoate

The Article related to pdms membrane methyl hydroxybutyrate pervaporation ionic liquid ru catalyst, Plastics Fabrication and Uses: Plastic Product Uses and other aspects.Quality Control of (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On May 1, 2013, Zhang, Junjie; Wang, Huanxia; Ma, Yun; Wang, Youming; Zhou, Zhenghong; Tang, Chuchi published an article.Application In Synthesis of (R)-Methyl 3-hydroxybutanoate The title of the article was CaF2 catalyzed SN2 type chlorodehydroxylation of chiral secondary alcohols with thionyl chloride: a practical and convenient approach for the preparation of optically active chloroalkanes. And the article contained the following:

A CaF2 catalyzed chlorodehydroxylation of chiral secondary alcs. with thionyl chloride has been developed. The chlorination reaction is effective for a wide range of alcs., generating the corresponding chloroalkanes in good yield with high optical purity with inversion of the original configuration of the alc. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Application In Synthesis of (R)-Methyl 3-hydroxybutanoate

The Article related to chloroalkane chiral preparation, calcium fluoride catalyst chlorodehydroxylation chiral secondary alc thionyl chloride, Aliphatic Compounds: Halides and Halonium Compounds and other aspects.Application In Synthesis of (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On August 31, 2020, Pannala, Venkat R.; Estes, Shanea K.; Rahim, Mohsin; Trenary, Irina; O’Brien, Tracy P.; Shiota, Chiyo; Printz, Richard L.; Reifman, Jaques; Oyama, Tatsuya; Shiota, Masakazu; Young, Jamey D.; Wallqvist, Anders published an article.Recommanded Product: (R)-Methyl 3-hydroxybutanoate The title of the article was Mechanism-based identification of plasma metabolites associated with liver toxicity. And the article contained the following:

Early diagnosis of liver injuries caused by drugs or occupational exposures is necessary to enable effective treatments and prevent liver failure. Whereas histopathol. remains the gold standard for assessing hepatotoxicity in animals, plasma aminotransferase levels are the primary measures for monitoring liver dysfunction in humans. In this study, using Sprague Dawley rats, we investigated whether integrated analyses of transcriptomic and metabolomic data with genome-scale metabolic models (GSMs) could identify early indicators of injury and provide new insights into the mechanisms of hepatotoxicity. We obtained concurrent measurements of gene-expression changes in the liver and kidneys, and expression changes along with metabolic profiles in the plasma and urine, from rats 5 or 10 h after exposing them to one of two classical hepatotoxicants, acetaminophen (2 g/kg) or bromobenzene (0.4 g/kg). Global multivariate analyses revealed that gene-expression changes in the liver and metabolic profiles in the plasma and urine of toxicant-treated animals differed from those of controls, even at time points much earlier than changes detected by conventional markers of liver injury. Furthermore, clustering anal. revealed that both the gene-expression changes in the liver and the metabolic profiles in the plasma induced by the two hepatotoxicants were highly correlated, indicating commonalities in the liver toxicity response. Systematic GSM-based analyses yielded metabolites associated with the mechanisms of toxicity and identified several lipid and amino acid metabolism pathways that were activated by both toxicants and those uniquely activated by each. Our findings suggest that several metabolite alterations, which are strongly associated with the mechanisms of toxicity and occur within injury-specific pathways (e.g., of bile acid and fatty acid metabolism), could be targeted and clin. assessed for their potential as early indicators of liver damage. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Recommanded Product: (R)-Methyl 3-hydroxybutanoate

The Article related to plasma metabolite liver toxicity, acetaminophen, biomarker, bromobenzene, genome-scale models, hepatotoxicants, pathways, Toxicology: Chemicals (Household, Industrial, General) and other aspects.Recommanded Product: (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On November 21, 2013, Teufel, Robin; Miyanaga, Akimasa; Michaudel, Quentin; Stull, Frederick; Louie, Gordon; Noel, Joseph P.; Baran, Phil S.; Palfey, Bruce; Moore, Bradley S. published an article.Category: esters-buliding-blocks The title of the article was Flavin-mediated dual oxidation controls an enzymatic Favorskii-type rearrangement. And the article contained the following:

Flavoproteins catalyze a diversity of fundamental redox reactions and are one of the most studied enzyme families. As monooxygenases, they are universally thought to control oxygenation by means of a peroxyflavin species that transfers a single atom of mol. oxygen to an organic substrate. Here it is reported that the bacterial flavoenzyme EncM catalyzes the peroxyflavin-independent oxygenation-dehydrogenation dual oxidation of a highly reactive poly(β-carbonyl). The crystal structure of EncM with bound substrate mimics and isotope labeling studies reveal previously unknown flavin redox biochem. It is shown that EncM maintains an unexpected stable flavin-oxygenating species, proposed to be a flavin-N5-oxide, to promote substrate oxidation and trigger a rare Favorskii-type rearrangement that is central to the biosynthesis of the antibiotic enterocin. This work provides new insight into the fine-tuning of the flavin cofactor in off-setting the innate reactivity of a polyketide substrate to direct its efficient electrocyclization. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Category: esters-buliding-blocks

The Article related to flavin dependent oxidation encm enzymic favorskii rearrangement mechanism, crystal structure flavin dependent monooxygenase encm substrate analog complex, Enzymes: Kinetics-Mechanism-Enzyme and Coenzyme Models and other aspects.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On July 31, 2014, Guo, Rongyun; Nie, Yao; Mu, Xiao Qing; Xu, Yan; Xiao, Rong published an article.Application In Synthesis of (R)-Methyl 3-hydroxybutanoate The title of the article was Genomic mining-based identification of novel stereospecific aldo-keto reductases toolbox from Candida parapsilosis for highly enantioselective reduction of carbonyl compounds. And the article contained the following:

Biocatalytic reduction of prochiral ketones offers significant potential in synthesis of optically active alcs. However, so far the application of aldo-keto reductases (AKRs) in asym. reduction has been hampered due to limited availability of AKRs with high enantioselectivity and catalytic efficiency. Based on the genome sequence of Candida parapsilosis, a versatile bioresource for asym. reduction, eight open reading frames encoding putative AKRs were discovered and expressed, and the resulted enzymes (CPARs), comprising an AKR toolbox, were evaluated toward various carbonyl substrates. The CPARs were active to the selected substrates, especially 2-hydroxyacetophenone and Et 4-chloro-3-oxobutyrate. Addnl., most of them were obviously enantioselective to the substrates and gave alc. products with optical purity up to 99% e.e. Of the enzymes, CPAR4 was outstanding with excellent enantioselectivity and broad substrate spectrum. All these pos. features demonstrate that genomic mining is powerful in searching for novel and efficient biocatalysts of desired reactions for pharmaceuticals and fine chems. synthesis. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Application In Synthesis of (R)-Methyl 3-hydroxybutanoate

The Article related to candida genomics aldo keto reductase enantioselectivity reduction keton, Enzymes: Separation-Purification-General Characterization and other aspects.Application In Synthesis of (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On January 18, 2013, Ren, Hong; Wulff, William D. published an article.Application In Synthesis of (R)-Methyl 3-hydroxybutanoate The title of the article was Total Synthesis of Sedum Alkaloids via Catalyst Controlled aza-Cope Rearrangement and Hydroformylation with Formaldehyde. And the article contained the following:

The catalytic asym. aminoallylation of chiral aldehydes is developed as a new method for the catalyst controlled synthesis of syn- and anti-1,3-aminoalcs. This methodol. is highlighted in the synthesis of the sedum alkaloids (+)-sedridine (I) and (+)-allosedridine (II) both of which have their final carbon incorporated during closure of the piperidine ring via a hydroformylation with formaldehyde. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Application In Synthesis of (R)-Methyl 3-hydroxybutanoate

The Article related to enantioselective synthesis sedum alkaloid azo cope rearrangement hydroformation, sedridine allosedridine enantioselective synthesis aminoallylation, Alkaloids: Alkaloids Containing One Nitrogen Atom In A Ring and other aspects.Application In Synthesis of (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On December 31, 2019, Wei, Ping; Guo, Ze-Wang; Wu, Xiao-Ling; Liang, Shan; Ou, Xiao-Yang; Xu, Pei; Zong, Min-Hua; Yang, Ji-Guo; Lou, Wen-Yong published an article.Safety of (R)-Methyl 3-hydroxybutanoate The title of the article was Significantly enhancing the biocatalytic synthesis of chiral alcohols by semi-rationally engineering an anti-Prelog carbonyl reductase from Acetobacter sp. CCTCC M209061. And the article contained the following:

Chiral alcs. and their derivatives are vital building blocks to synthesize pharmaceutical drugs and high-valued chems. Wild-type carbonyl reductase AcCR from Acetobacter sp. has ideal enantioselectivity toward 11 prochiral substrates (e.e.>99%) but poor activity. In this work, a semi-rational engineering was performed to enhance the activity of AcCR. Fortunately, three pos. double-mutants (mut-E144A/G152L, mut-G152L/Y189 N, and mut-I147 V/G152L) with specific activity 17-61 folds higher than that of enzyme without modified were achieved. Kinetic studies suggested that the catalytic efficiencies (kcat/Km) of these mutants were also well enhanced. Finally, these modified mut-AcCRs were successfully applied in asym. reductions of 11 structurally diverse prochiral substrates (200 mM) with excellent product yields (76.8%-99.1%) and enantiomeric excess (e.e.>99%), which provides an alternative strategy for efficient synthesis of chiral alcs. for pharmaceuticals industry with ideal yield and enantioselectivity. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Safety of (R)-Methyl 3-hydroxybutanoate

The Article related to carbonyl reductase chiral alc synthesis, Fermentation and Bioindustrial Chemistry: Industrial Chemicals and other aspects.Safety of (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On October 31, 2013, Venkataraman, Sowmyalakshmi; Roy, Rony K.; Chadha, Anju published an article.Computed Properties of 3976-69-0 The title of the article was Asymmetric Reduction of Alkyl-3-oxobutanoates by Candida parapsilosis ATCC 7330: Insights into Solvent and Substrate Optimisation of the Biocatalytic Reaction. And the article contained the following:

Asym. reduction of alkyl-3-oxobutanoates mediated by Candida parapsilosis ATCC 7330 resulted in optically pure alkyl-3-hydroxybutanoates in good yields (up to 72 %) and excellent enantiomeric excess (up to >99 %). A detailed and systematic optimization study was necessary and was carried out to avoid the undesired transesterification reaction during the course of asym. reduction Under optimized conditions, the (S)-alkyl hydroxyesters were produced predominantly except for the Me ester which formed the (R)-enantiomer. To the best of our knowledge, the biocatalytic asym. reduction of isoamyl-3-oxobutanoate to (S)-isoamyl-3-hydroxybutanoate is reported here for the first time. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Computed Properties of 3976-69-0

The Article related to candida asym reduction oxobutanoate ester, Fermentation and Bioindustrial Chemistry: Industrial Chemicals and other aspects.Computed Properties of 3976-69-0

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On June 19, 2020, Yang, Zeyu; Ye, Wenjie; Xie, Youyu; Liu, Qinghai; Chen, Rong; Wang, Hualei; Wei, Dongzhi published an article.Application of 3976-69-0 The title of the article was Efficient Asymmetric Synthesis of Ethyl (S)-4-Chloro-3-hydroxybutyrate Using Alcohol Dehydrogenase SmADH31 with High Tolerance of Substrate and Product in a Monophasic Aqueous System. And the article contained the following:

Bioredns. catalyzed by alc. dehydrogenases (ADHs) play an important role in the synthesis of chiral alcs. However, the synthesis of Et (S)-4-chloro-3-hydroxybutyrate [(S)-CHBE], an important drug intermediate, has significant challenges concerning high substrate or product inhibition toward ADHs, which complicates its production Herein, we evaluated a novel ADH, SmADH31, obtained from the Stenotrophomonas maltophilia genome, which can tolerate extremely high concentrations (6 M) of both substrate and product. The coexpression of SmADH31 and glucose dehydrogenase from Bacillus subtilis in Escherichia coli meant that as much as 660 g L-1 (4.0 M) Et 4-chloroacetoacetate was completely converted into (S)-CHBE in a monophasic aqueous system with a >99.9% ee value and a high space-time yield (2664 g L-1 d-1). Mol. dynamics simulation shed light on the high activity and stereoselectivity of SmADH31. Moreover, five other optically pure chiral alcs. were synthesized at high concentrations (100-462 g L-1) as a result of the broad substrate spectrum of SmADH31. All these compounds act as important drug intermediates, demonstrating the industrial potential of SmADH31-mediated bioredns. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Application of 3976-69-0

The Article related to stenotrophomonas adh31 alc dehydrogenase stereoselective reduction, Fermentation and Bioindustrial Chemistry: Industrial Chemicals and other aspects.Application of 3976-69-0

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics