Category: 3976-69-0

On January 6, 2012, Jacolot, Maiwenn; Jean, Mickael; Levoin, Nicolas; van de Weghe, Pierre published an article.Product Details of 3976-69-0 The title of the article was The Prins Reaction Using Ketones: Rationalization and Application toward the Synthesis of the Portentol Skeleton. And the article contained the following:

We report a TMSI-promoted Prins cyclization reaction with ketones as carbonyl partners to prepare polysubstituted chiral spirotetrahydropyrans. In the presence of racemic 2-methylcyclohexanone a dynamic kinetic resolution occurred affording one stereoisomer. The observed enantiospecificity has been rationalized by DFT calculation The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Product Details of 3976-69-0

The Article related to crystal mol structure nitro oxaspiro undecanyl benzamide, chiral spiropyran portentol skeleton preparation, dft mechanism calculation prins cyclization ketone, Heterocyclic Compounds (One Hetero Atom): Spiro Compounds With One Hetero Atom In Each Ring and other aspects.Product Details of 3976-69-0

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On April 30, 2018, Osawa, Tsutomu; Wakasugi, Masahiro; Kizawa, Tomoko; Borovkov, Victor; Inoue, Yoshihisa published an article.Reference of (R)-Methyl 3-hydroxybutanoate The title of the article was Enantio-differentiating hydrogenation of alkyl 3-oxobutanoates over tartaric acid-modified Ni catalyst: Enthalpy-entropy compensation effect as a tool for elucidating mechanistic features. And the article contained the following:

The enantio-differentiating hydrogenations of a series of alkyl 3-oxobutanoates were carried out at the temperatures ranging from 333 to 393K over the (R,R)-tartaric acid-modified Ni catalyst prepared from com. available Ni powder to achieve high enantiomeric excesses of 91-94%. It was demonstrated that the enantio-selectivity was not a simple function of the reaction temperature, being enhanced in the low temperature region to reach a maximum at 363-373K and then decreased at higher temperatures Nevertheless, all the differential enthalpies and entropies of activation calculated from the enantiomer ratios in the low and high temperature regions compensated with each other, indicating the same enantio-differentiation mechanism over the entire temperature range. A plausible enantio-differentiation mechanism explaining the effects of hydrogenation temperature on the enantio-selectivity is proposed. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Reference of (R)-Methyl 3-hydroxybutanoate

The Article related to alkyl oxobutanoate hydrogenation mechanism kinetics thermodn, Physical Organic Chemistry: Oxidation-Reduction, Including Dehydrogenation and Hydrogenolysis and other aspects.Reference of (R)-Methyl 3-hydroxybutanoate

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Ester – an overview | ScienceDirect Topics

Choliq, Azka Azkiya; Nakae, Rio; Watanabe, Mariko; Misaki, Tomonori; Fujita, Morifumi; Okamoto, Yasuaki; Sugimura, Takashi published an article in 2019, the title of the article was Enhanced Enantioselectivity Achieved at Low Hydrogen Pressure for the Asymmetric Hydrogenation of Methyl Acetoacetate over a Tartaric Acid NaBr-Modified Raney Nickel Catalyst: A Kinetic Study.Safety of (R)-Methyl 3-hydroxybutanoate And the article contains the following content:

To ensure high enantiopurity of the product, enantio-differentiating hydrogenation of Me acetoacetate over a (R,R)-tartaric acid-modified Raney nickel catalyst is normally performed under elevated H2-pressure (∼10 MPa). In this study, higher enantioselectivity than previously reported for Me acetoacetate was achieved (92% ee) under low H2-pressure of 0.42 MPa. Effects of reaction conditions on the enantioselectivity and hydrogenation rate were investigated using a low-pressure reaction system (<0.5 MPa of H2). It was found that impurities in the solvent greatly reduce the enantioselectivity of MAA. The low-pressure reaction system enabled a satisfactory kinetic approach. The reaction rate was well described by Langmuir-Hinshelwood formalism, verifying the previous assumption that the addition of adsorbed hydrogen to the substrate interacting with surface tartrate is a rate-determining step. 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 methyl acetoacetate modified ni catalyst enantioselective hydrogenation kinetics, Physical Organic Chemistry: Oxidation-Reduction, Including Dehydrogenation and Hydrogenolysis and other aspects.Safety of (R)-Methyl 3-hydroxybutanoate

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

On March 31, 2017, Osawa, Tsutomu; Tanabe, Yuya; Fujiwara, Manabu published an article.Related Products of 3976-69-0 The title of the article was Sodium Ion as the Most Essential and Effective Element for the Enantio-Differentiating Hydrogenation of Prochiral Ketones over Tartaric Acid Modified Ni Catalyst. And the article contained the following:

In order to investigate the role of metal ions on a tartaric acid modified nickel catalyst, the enantiodifferentiating hydrogenations of Me acetoacetate and Me levulinate were carried out. The effects of the addition of 17 metal salts of acetic acid on the enantioselectivity and the hydrogenation rate were investigated during the hydrogenation of Me acetoacetate. Among the examined metal salts, the addition of NaBr caused the great increase in the enantioselectivity and the hydrogenation rate during the hydrogenations of both Me acetoacetate and Me levulinate. Based on the strength of the interaction between the metal salts of tartaric acid and the substrate, the sodium salts would have the strongest interaction with the substrate, hence, this would be attributed to the highest enantioselectivity and hydrogenation rate for the sodium salts of tartaric acid. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Related Products of 3976-69-0

The Article related to ketoester enantioselective hydrogenation catalyst nickel tartaric acid sodium ion, Physical Organic Chemistry: Oxidation-Reduction, Including Dehydrogenation and Hydrogenolysis and other aspects.Related Products of 3976-69-0

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On June 15, 2018, Shimada, Kousei; Ohata, Yasuo; Kobayashi, Jun; Onishi, Yoshiyuki; Kawamura, Asuka; Domon, Yuki; Arakawa, Naohisa; Inoue, Tatsuya; Kitano, Yutaka; Matsuda, Fumihiko; Abe, Yuki; Deguchi, Tsuneo published an article.Recommanded Product: (R)-Methyl 3-hydroxybutanoate The title of the article was Alkylsulfanyl analogs as potent α2δ ligands. And the article contained the following:

The authors identified novel (3R, 5S)-3-aminomethyl-5-methanesulfanyl hexanoic acid (5a: DS75091588) and (3R, 5S)-3-aminomethyl-5-ethanesulfanyl hexanoic acid (6a: DS18430756) as sulfur-containing γ-amino acid derivatives that were useful for the treatment of neuropathic pain. These two compounds exhibited a potent analgesic effect in animal models of both type I diabetes and type II diabetes, and good pharmacokinetics. 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 alkylsulfanyl analog preparation alpha2delta calcium channel neuropathic pain analgesic, alkylsulfanyl, analgesic, diabetes, α(2)δ, γ-amino acid, Pharmacology: Effects Of Nervous System- and Behavior-Affecting Drugs and Neuromuscular Agents and other aspects.Recommanded Product: (R)-Methyl 3-hydroxybutanoate

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On October 31, 2016, Osawa, Tsutomu; Kawajiri, Satoru; Ishisaki, Anna published an article.Application of 3976-69-0 The title of the article was Enantio-differentiating hydrogenation of methyl acetoacetate over tartaric acid modified Ni catalyst at atmospheric pressure of hydrogen assisted by hydrogen transfer reaction. And the article contained the following:

The enantio-differentiating hydrogenation of Me acetoacetate was carried out under the atm. pressure of hydrogen (gage pressure: 0 MPa) assisted by hydrogen transfer from 2-propanol. It was revealed that the tartaric acid-NaBr-modified supported nickel catalyst, especially Ni/CeO2, produced a higher enantioselectivity than the modified Raney nickel catalyst under the atm. pressure of hydrogen. Catalyst preparation and hydrogenation conditions for the hydrogenation over the modified Ni/CeO2 were studied. The Ni/CeO2 prepared by calcination at 773 K and reduction at 773 K gave the best result. The enantioselectivity of 64% (22% conversion) was attained under the atm. pressure of hydrogen at 323 K assisted the by hydrogen transfer from the solvent. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Application of 3976-69-0

The Article related to methyl acetoacetate tartaric acid modified hydrogen transfer reaction, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Application of 3976-69-0

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

On November 28, 2012, Osawa, Tsutomu; Lee, I-Yin Sandy; Ikeda, Shinji; Kitamura, Takayuki; Inoue, Yoshihisa; Borovkov, Victor published an article.Product Details of 3976-69-0 The title of the article was Simplified preparation of chirally modified nickel catalyst for enantioselective hydrogenation: A step forward to industrial use. And the article contained the following:

A chirally modified nickel catalyst for the enantio-differentiating hydrogenation of β-ketoesters is conventionally prepared by immersing the pre-activated metallic nickel into an aqueous solution of enantiopure tartaric acid (so called “modification step”). During the pre-activation step, nickel precursor is commonly treated with hydrogen gas at elevated temperatures of up to 473 K. The X-ray photoelectron spectral examinations of chirally modified nickel catalysts obtained under the different modification conditions revealed that the chiral modification process itself plays a major role in activating the nickel surface while the pre-activation procedure is a less important factor. The corresponding enantio-differentiating hydrogenations of Me acetoacetate in the liquid phase using the prepared chiral catalysts unambiguously confirmed this conclusion, providing quant. conversions and high enantioselectivities of up to 90%. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Product Details of 3976-69-0

The Article related to chirally nickel catalyst enantioselective hydrogenation a forward industrial, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Product Details of 3976-69-0

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

On July 31, 2013, Ahn, Sung-Hyun; Choi, Moo-Seok; Im, Jun-Seop; Sheikh, Rizwan; Park, Yeung-Ho published an article.Recommanded Product: 3976-69-0 The title of the article was Improved method for immobilization of a chiral complex on PTA/alumina for asymmetric hydrogenation of a β-ketoester. And the article contained the following:

Ru-BINAP was immobilized on alumina using the well-known Augustine method with heteropoly acid (HPA) as the anchoring agent (“Augustine catalyst”). The supported catalyst was tested in a high-pressure reaction such as asym. hydrogenation of Me acetoacetate (MAA). Since the activity of the supported catalyst was significantly lower than that of the homogeneous catalyst, the solvent used in preparing PTA/Al2O3 was changed from ethanol to a solution of HCl. The modified supported catalyst (“modified Augustine catalyst”) exhibited higher conversion, better selectivity, and improved enantioselectivity compared with the catalyst prepared by the Augustine method. The modified Augustine catalyst also produced β-hydroxyesters with good yield and enantioselectivity in asym. hydrogenation of various β-ketoester derivatives The modified Augustine catalyst was examined by FT-IR, XRD, NH3-TPD, and ICP-AES, which revealed the existence of strong acid sites formed by HPA with a Keggin structure. These results were attributed to the effect of enhanced acidity on the modified Augustine catalyst. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Recommanded Product: 3976-69-0

The Article related to phosphotungstic acid ruthenium binap alumina asym hydrogenation beta ketoester, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Recommanded Product: 3976-69-0

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

On May 31, 2017, Kluson, Petr; Stavarek, Petr; Penkavova, Vera; Vychodilova, Hana; Hejda, Stanislav; Bendova, Magdalena published an article.Application of 3976-69-0 The title of the article was Microfluidic chip reactor and the stereoselective hydrogenation of methylacetoacetate over (R)-Ru-BINAP in the [N8222][Tf2N]/methanol/water mixed phase. And the article contained the following:

Homogeneous asym. catalysts represented by organometallics of transition elements reveal very high activity and stereoselectivity in asym. hydrogenation of β-ketoesters. Recently, it appeared efficient to use ionic liquids of the [NR222][Tf2N] type for accommodation of the chiral catalytic complex. Even on the industrial scale it is becoming attractive to carry out hydrogenations with such immobilized complexes in a continuous regime in microreactors. Attention was paid to the stereoselective hydrogenation of methylacetoacetate (MAA) to isomeric (R)-(+) or (S)-(-)-methyl-3-hydroxybutanoates over a chiral ([RuCl((R)-BINAP)(p-cymene)]Cl) complex immobilized in the mixed [N8222][Tf2N]/methanol/water solvent phase, and performed inside of a microfluidic chip reactor. It was shown that the reaction could be successfully carried out in such an arrangement with a very high enantioselectivity (above 99%) and at very high conversion of MAA (above 97%). It was proven that the participation of a specific solvent (methanol or the mixture [N8222][Tf2N]/methanol/water) essentially influences the mechanism of the reaction. The solvents actively participate in the re-coordination of the catalytic complex in a series of reactions which is reflected in the values of reaction enthalpies. The specific process output was also evaluated. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Application of 3976-69-0

The Article related to methylacetoacetate stereoselective hydrogenation chiral catalyst ionic liquid microreactor, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Application of 3976-69-0

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

On November 30, 2014, Ding, Chao; Wei, Weili; Sun, Hanjun; Ding, Jinhua; Ren, Jinsong; Qu, Xiaogang published an article.Electric Literature of 3976-69-0 The title of the article was Reduced graphene oxide supported chiral Ni particles as magnetically reusable and enantioselective catalyst for asymmetric hydrogenation. And the article contained the following:

A reduced graphene oxide (rGO) supported chiral-modified Ni catalyst was synthesized, characterized and employed for asym. hydrogenation. The prepared hybrid catalyst could produce each enantiomer with D- or L-tartaric acid as chiral modifier and exhibited a high TOF (20160 h-1) and enantioselectivity (enantiomeric excess, 98.5%) for asym. hydrogenation of Me acetoacetate. The high catalytic activity and enantioselectivity were mainly attributed to the unique properties of the support rGO, as it had a large sp. surface area to sustain and stabilize Ni particles and its high charge carrier mobility could enable the readily transfer of electrons in the reaction process. Besides, the catalyst could also gain an enhanced reactant sorption with the support of rGO, thus achieved a greatly catalysis enhancement. The ferromagnetism of Ni made the catalyst easier for separation and reuse. The catalytic and recycling performance of the prepared chiral Ni catalyst demonstrated that rGO was indeed a promising support to improve activity, enantioselectivity and durability of catalysts, and the prepared catalysts were promising reusable heterogeneous catalysts for asym. hydrogenation. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Electric Literature of 3976-69-0

The Article related to reduced graphene oxide supported nickel magnetically reusable enantioselective catalyst, asym hydrogenation enantioselective reduced graphene oxide supported nickel, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Electric Literature of 3976-69-0

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