Category: 3976-69-0

Peng, Juan; Wang, Xuefeng; Zhang, Xiaoming; Bai, Shiyang; Zhao, Yaopeng; Li, Can; Yang, Qihua published an article in 2015, the title of the article was Asymmetric hydrogenation by RuCl2(R-Binap)(dmf)n encapsulated in silica-based nanoreactors.Electric Literature of 3976-69-0 And the article contains the following content:

The Noyori catalyst RuCl2(R-Binap)(dmf)n has been successfully encapsulated in C-FDU-12 by using the active chlorosilane Ph2Cl2Si as the silylating agent. 31P-NMR results show that there is no strong interaction between the mol. catalyst and the solid support, thus the encapsulated mol. catalyst could move freely in the nanoreactor during the catalytic process. The solid catalyst exhibits high activity and enantioselectivity for the asym. hydrogenation of a series of β-keto esters due to the preserved intrinsic properties of RuCl2(R-Binap)(dmf)n encapsulated in the nanoreactor. The solid catalyst could be recycled by simple filtration and be reused at least four times. 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 asym hydrogenation encapsulated ruthenium binap silica nanoreactor, Physical Organic Chemistry: Stereochemistry and Stereochemical Relationships, Including Conformational Inversions and Rotational Isomerization and other aspects.Electric Literature of 3976-69-0

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

Peng, Ruixue; Lin, Lili; Zhang, Yuheng; Wu, Wangbin; Lu, Yan; Liu, Xiaohua; Feng, Xiaoming published an article in 2016, the title of the article was The assignment of the configuration for α-hydroxy acid esters using a CEC strategy.Computed Properties of 3976-69-0 And the article contains the following content:

A simple and efficient 1H NMR method for determining the absolute configuration of chiral α-hydroxy acid esters using a competing enantioselective conversion (CEC) strategy was developed. The α-hydroxy acid esters were acylated in the presence of Feng’s chiral N,N’-dioxide-scandium(III) complex, and the faster reaction was identified when one enantiomer of the chiral α-hydroxy acid ester was treated with both enantiomers of the ligand by NMR anal. of the reaction mixture without further purification A mnemonic is presented to aid the assignment of the absolute configuration of the substrates. 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 assignment configuration hydroxy acid ester cec strategy, Physical Organic Chemistry: Stereochemistry and Stereochemical Relationships, Including Conformational Inversions and Rotational Isomerization and other aspects.Computed Properties of 3976-69-0

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

Wang, Xu; Lu, Sheng-mei; Li, Jun; Liu, Yan; Li, Can published an article in 2015, the title of the article was Conjugated microporous polymers with chiral BINAP ligand built-in as efficient catalysts for asymmetric hydrogenation.Formula: C5H10O3 And the article contains the following content:

A series of chiral conjugated microporous polymers (CMPs) based on the chiral (R)-BINAP ligand (BINAP-CMPs) were synthesized with tunable BET surface areas. These solid catalysts show high activities and enantioselectivities for the asym. hydrogenation of β-keto esters after coordination with ruthenium species. Moreover, CMPs can realize spatial isolation. Through preventing the formation of dimers and trimers, BINAP-CMPs show much higher activity than BINAP for the Ir-catalyzed asym. hydrogenation of quinaldine. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Formula: C5H10O3

The Article related to cmp ruthenium binap catalyst asym hydrogenation ketoester sem tga, Physical Organic Chemistry: Stereochemistry and Stereochemical Relationships, Including Conformational Inversions and Rotational Isomerization and other aspects.Formula: C5H10O3

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

On October 5, 2013, Osawa, Tsutomu; Kizawa, Tomoko; Ikeda, Shinji; Kitamura, Takayuki; Inoue, Yoshihisa; Borovkov, Victor published an article.Application In Synthesis of (R)-Methyl 3-hydroxybutanoate The title of the article was Heterogeneous enantioselective hydrogenation: pH dependence and interplay between catalytic efficacy and surface composition. And the article contained the following:

The performance of a catalytic system consisting of metallic Ni powder, tartaric acid (TA), and NaBr in the enantioselective hydrogenation of Me acetoacetate was strongly influenced by the pH of TA solution upon chiral modification, which is attributable to the pH-induced change in the surface composition of Ni catalyst as unambiguously confirmed by XPS for the first time. 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 acetoacetate enantioselective hydrogenation chiral modified nickel catalyst, butyrate hydroxy asym synthesis, nickel tartaric acid catalyst asym hydrogenation ph dependence and other aspects.Application In Synthesis of (R)-Methyl 3-hydroxybutanoate

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

On August 31, 2022, Cheng, Zao; Gao, Junfei; Liu, Qianqian; Gu, Qun published an article.Name: (R)-Methyl 3-hydroxybutanoate The title of the article was The effect of alkyl chain length of (R)-3-Hydroxybutyric alkyl ester on antibacterial activity and its antibacterial mechanism. And the article contained the following:

This work describes the relationship between the antibacterial activity and the ester chain length (C1-C8) of (R)-3-Hydroxybutyric ((R)-3-HB) alkyl esters that synthesized from (R)-3-HB acid ((R)-3-HBA) by esterification reaction. The min. inhibitory concentration (MIC) and min. bactericidal concentration (MBC) decrease as the length of the (R)-3-HB alkyl ester chain increases from 1 to 6, but (R)-3-HB-C7 and (R)-3-HB-C8 have their own rules for different microorganisms. Among them, the (R)-3HB-C6 has the relatively best antibacterial and antifungal properties, which MIC were 1.95 mg mL-1 against E. coli and S. aureus; 0.98 mg mL-1 against C. albicans and B. subtilis; 0.49 mg mL-1 against A. niger. Finally, the antimicrobial mechanisms of the (R)-3HB-C6 are revealed, and these include disruption of biofilm and the bacterial wall/membrane, leakage of the intracellular content, and change in the transmembrane potential. These results imply the potential application of (R)-3-HB alkyl ester as new antimicrobial agents; future research can use this as an antibacterial element to synthesize new polymer materials or agents with high-efficiency antibacterial activity. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Name: (R)-Methyl 3-hydroxybutanoate

The Article related to hydroxybutyric alkyl ester chain length antibacterial activity mechanism, antibacterial mechanism, antimicrobials agents, chain length, esterification, polyhydroxyalkanoates and other aspects.Name: (R)-Methyl 3-hydroxybutanoate

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

On July 26, 2012, Parai, Maloy Kumar; Huggins, David J.; Cao, Hong; Nalam, Madhavi N. L.; Ali, Akbar; Schiffer, Celia A.; Tidor, Bruce; Rana, Tariq M. published an article.Recommanded Product: (R)-Methyl 3-hydroxybutanoate The title of the article was Design, Synthesis, and Biological and Structural Evaluations of Novel HIV-1 Protease Inhibitors To Combat Drug Resistance. And the article contained the following:

A series of new HIV-1 protease inhibitors (PIs) were designed using a general strategy that combines computational structure-based design with substrate-envelope constraints. The PIs incorporate various alc.-derived P2 carbamates with acyclic and cyclic heteroat. functionalities into the (R)-hydroxyethylamine isostere. Most of the new PIs show potent binding affinities against wild-type HIV-1 protease and three multidrug resistant (MDR) variants. In particular, inhibitors containing the 2,2-dichloroacetamide, pyrrolidinone, imidazolidinone, and oxazolidinone moieties at P2 are the most potent with Ki values in the picomolar range. Several new PIs exhibit nanomolar antiviral potencies against patient-derived wild-type viruses from HIV-1 clades A, B, and C and two MDR variants. Crystal structure analyses of four potent inhibitors revealed that carbonyl groups of the new P2 moieties promote extensive hydrogen bond interactions with the invariant Asp29 residue of the protease. These structure-activity relationship findings can be utilized to design new PIs with enhanced enzyme inhibitory and antiviral potencies. 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 computational structure based design hiv 1 protease inhibitor, crystal structure hiv 1 protease inhibitor complex, carbamate hiv 1 protease inhibitor combat multidrug resistance and other aspects.Recommanded Product: (R)-Methyl 3-hydroxybutanoate

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

Baumann, Thomas; Brueckner, Reinhard published an article in 2019, the title of the article was Atropselective Dibrominations of a 1,1′-Disubstituted 2,2′-Biindolyl with Diverging Point-to-Axial Asymmetric Inductions. Deriving 2,2′-Biindolyl-3,3′-diphosphane Ligands for Asymmetric Catalysis.Recommanded Product: (R)-Methyl 3-hydroxybutanoate And the article contains the following content:

On the 1H NMR timescale, 2,2′-biindolyls with (R)-configured (1-alkoxyprop)-2-yl, (1-hydroxyprop)-2-yl, or (1-siloxyprop)-2-yl substituents at C-1 and C-1′ are atropisomerically stable at <0° and interconvert at >30°. A 1,1′-Bis[(R)-1-hydroxyprop-2-yl]-2,2′-biindolyl a of that kind and achiral (!) brominating reagents gave the atropisomerically stable 3,3′-dibromobiindolyls (M)- and/or (P)-18 a at best atropselectively-because of point-to-axial asym. inductions-and atropdivergently, exhibiting up to 95% (M)- and as much (P)-atropselectivity. This route to atropisomerically pure biaryls is novel and should extend to other substrates and/or different functionalizations. The dibromobiindolyls (M)- and (P)-18 a furnished the biindolyldiphosphines (M)- and (P)-14 without atropisomerization. These syntheses did not require the resolution of a racemic mixture, which distinguishes them from virtually all biaryldiphosphine syntheses known to date. (M)- and (P)-14 acted as ligands in catalytic asym. allylations and hydrogenations. Remarkably, the Et tetralonecarboxylate was hydrogenated trans-selectively with 98% ee; this included a dynamic kinetic resolution 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 atropselective dibromination disubstituted biindolyl biindolyldiphosphane ligand catalyst, asymmetric allylation, asymmetric hydrogenation, atropselectivity, biaryls, bromination and other aspects.Recommanded Product: (R)-Methyl 3-hydroxybutanoate

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

On October 27, 2014, Klitzke, Joice S.; Roisnel, Thierry; Kirillov, Evgeny; Casagrande, Osvaldo de L. Jr.; Carpentier, Jean-Francois published an article.Application In Synthesis of (R)-Methyl 3-hydroxybutanoate The title of the article was Discrete O-Lactate and β-Alkoxybutyrate Aluminum Pyridine-Bis(naphtholate) Complexes: Models for Mechanistic Investigations in the Ring-Opening Polymerization of Lactides and β-Lactones. And the article contained the following:

Me aluminum(III) complexes {ONOSiR3}AlMe (SiR3 = SiPh3 (2a), SiMe2tBu (2b)) were synthesized by reaction of AlMe3 with pyridine-bis(naphthol) proligands {ONOSiR3}H2 (1a,b) having bulky o-SiR3 substituents on the naphthol groups. Complexes 2a,b were converted into the Al isopropoxide, O-lactate, and β-alkoxybutyrate complexes {ONOSiR3}AlOR’ (R’ = iPr (3a), (S)-CH(Me)CO2iPr (4a,b), (R)-CH(Me)CH2CO2Me (5a), rac-CH(CF3)CH2CO2Et (6a)) by reaction with the corresponding alc. and α- and β-hydroxy esters R’OH. C-H···π close contacts between the SiPh3 Ph groups and hydrogens of the methine, methylene, and alkyl ester groups were evidenced by x-ray diffraction studies (for 2a and 4a-6a) and by solution NMR. In contrast to the case for (S)-4b, (S)-4a interacts reversibly with racemic lactide (rac-LA) in toluene-d8 at 20°, discriminating the L and D monomers, yet without forming isolable six-coordinated adducts. NMR monitoring of the reaction of (S)-4a with L-LA in CD2Cl2 at room temperature allowed identifying the propagation product 7a, as a result of propagation being faster than insertion. The same propagating species formed upon reaction of (S)-4a with L-LA in toluene-d8 at 80°. Conversely, the reaction of (R)-5a and L-LA in CD2Cl2 eventually allowed catching the very first insertion product 8a. These observations imply that insertion of LA proceeds more easily into a six-membered Al β-alkoxybutyrate species than into a five-membered Al O-lactate species. 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 lactate beta alkoxybutyrate aluminum pyridine naphtholate preparation crystal structure, mechanistic ring opening polymerization lactide beta lactone aluminum pyridinenaphtholate and other aspects.Application In Synthesis of (R)-Methyl 3-hydroxybutanoate

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

Ensari, Yunus; Dhoke, Gaurao V.; Davari, Mehdi D.; Bocola, Marco; Ruff, Anna Joelle; Schwaneberg, Ulrich published an article in 2017, the title of the article was Inversion of cpADH5 Enantiopreference and Altered Chain Length Specificity for Methyl 3-Hydroxyalkanoates.SDS of cas: 3976-69-0 And the article contains the following content:

Expanding the substrate scope of enzymes opens up new routes for synthesis of valuable chems. Ketone-functionalized fatty acid derivatives and corresponding chiral alcs. are valuable building blocks for the synthesis of a variety of chems. including pharmaceuticals. The alc. dehydrogenase from Candida parapsilosis (cpADH5) catalyzes the reversible oxidations of chiral alcs. and has a broad substrate range; a challenge for cpADH5 is to convert alcs. with small substituents (Me or ethyl) next to the oxidized alc. moiety. Mol. docking studies revealed that W286 is located in the small binding pocket and limits the access to substrates that contain aliphatic chains longer than Et substituent. In the current manuscript, we report that positions L119 and W286 are key residues to boost oxidation of medium chain Me 3-hydroxy fatty acids; interestingly the enantiopreference toward Me 3-hydroxybutyrate was inverted. Kinetic characterization of W286A showed a 5.5 fold increase of Vmax and a 9.6 fold decrease of Km values toward Me 3-hydroxyhexanoate (Vmax: 2.48 U mg- and Km: 4.76 mM). Simultaneous saturation at positions 119 and 286 library yielded a double mutant (L119M/W286S) with more than 30-fold improved activity toward Me 3-hydroxyoctanoate (WT: no conversion; L119M/W286S: 30 %) and inverted enantiopreference (S-enantiomer ≥99 % activity decrease and R-enantiomer >20-fold activity improvement) toward Me 3-hydroxybutyrate. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).SDS of cas: 3976-69-0

The Article related to cpadh5 enantiopreference altered length methyl hydroxyalkanoate, alcohol dehydrogenase, directed evolution, fatty acid methyl ester, methyl 3-hydroxyalkanoate, protein engineering and other aspects.SDS of cas: 3976-69-0

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

Kleinbeck, Florian; Fettes, Gabriela J.; Fader, Lee D.; Carreira, Erick M. published an article in 2012, the title of the article was Total Synthesis of Bafilomycin A1.SDS of cas: 3976-69-0 And the article contains the following content:

A convergent synthesis of bafilomycin A1 (I), a potent inhibitor of V-type ATPases, is presented. The synthesis relies on the zinc triflate mediated diastereoselective addition of a complex enyne to a sensitive aldehyde as the key fragment coupling. A ruthenium-catalyzed trans-reduction of the resulting propargylic enyne efficiently installs the required C10-C13 trans,trans-diene subunit, implementing an alternative strategy to traditional palladium-catalyzed cross-coupling strategies. A highly selective oxidation of a secondary hydroxyl group in a triol sets the stage for the completion of the synthesis. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).SDS of cas: 3976-69-0

The Article related to bafilomycin a1 stereoselective synthesis diastereoselective addition, reduction ruthenium catalyst stereoselective synthesis bafilomycin a1, oxidation selective stereoselective synthesis bafilomycin a1 and other aspects.SDS of cas: 3976-69-0

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