Category: 3976-69-0

Sable, Ganesh A.; Lee, Kang Ju; Lim, Hyun-Suk published an article in 2019, the title of the article was Solid-phase synthesis and circular dichroism study of β-AB-peptoids.Electric Literature of 3976-69-0 And the article contains the following content:

The development of peptidomimetic foldamers that can form well-defined folded structures is highly desirable yet challenging. We previously reported on α-ABpeptoids, oligomers of N-alkylated β2-homoalanines and found that due to the presence of chiral Me groups at α-positions, α-ABpeptoids were shown to adopt folding conformations. Here, we report β-ABpeptoids having chiral Me group at β-positions rather than α-positions as a different class of peptoids with backbone chirality. We developed a facile solid-phase synthetic route that enables the synthesis of β-ABpeptoid oligomers ranging from 2-mer to 8-mer in excellent yields. These oligomers were shown to adopt ordered folding conformations based on CD (CD) and NMR studies. Overall, these results suggest that β-ABpeptoids represent a novel class of peptidomimetic foldamers that will find a wide range of applications in biomedical and material sciences. 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 peptoid beta solid phase synthesis peptidomimetic foldamer cd nmr, chirality peptidomimetic conformation solvent effect, alkyl homoalanine synthesis hydroxybutanate azidation reduction arylation protection, foldamers, peptidomimetics, peptoids, solid-phase synthesis, β-abpeptoids and other aspects.Electric Literature of 3976-69-0

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

On May 27, 2013, Markovic, Martin; Duranova, Marianna; Koos, Peter; Szolcsanyi, Peter; Gracza, Tibor published an article.Category: esters-buliding-blocks The title of the article was Synthesis of bis-tetrahydrofuran subunit of (-)-neopallavicinin. And the article contained the following:

The stereospecific Pd/Cu-catalyzed oxycarbonylation of syn/anti-hex-5-ene-2,4-diols I and II was used as a key step in the synthesis of bicyclic lactones III and IV. Eventually, the major intermediate III was transformed to the bis-tetrahydrofuran subunit of naturally occurring diterpenoid (-)-neopallavicinin (V). The target compound VI was thus prepared in 7.5% overall yield over eight steps starting from com. available Me (R)-3-hydroxybutanoate. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Category: esters-buliding-blocks

The Article related to neopallavicinin diterpenoid bistetrahydrofuran subunit preparation, hexenediol palladium copper catalyzed oxycarbonylation, lactone bicyclic bistetrahydrofuran preparation ethylidenation, chiral hydroxybutanoate silylation vinylation, siloxybutanoate chiral preparation vinylation and other aspects.Category: esters-buliding-blocks

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

Luecke, Daniel; Kalesse, Markus published an article in 2019, the title of the article was Polyoxygenated Tertiary Alcohols: A Kiyooka Approach.Recommanded Product: 3976-69-0 And the article contains the following content:

A Kiyooka aldol approach for the stereoselective synthesis of tertiary alcs. I (R = (2R)-3-[(4-methoxyphenyl)methoxy]-2-methylpropyl, (2R)-2-[(4-methoxyphenyl)methoxy]propyl, (2S,3R)-3-[(4-methoxyphenyl)methoxy]-2-methylbutyl, (2R,3R)-3-[(4-methoxyphenyl)methoxy]-2-methylbutyl; R1 = C(O), CH-OTBS) is presented. This approach allows for the incorporation of different substituents at all three remaining positions at the chiral center bearing the tertiary alc.I. To demonstrate the validity of this approach different chiral alcs. I were depicted and the relationship of double bond geometry of the ketene acetal II and the diastereoselectivity was established. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Recommanded Product: 3976-69-0

The Article related to tertiary alc preparation enantioselective diastereoselective, tertbutyldimethylsilyl protected hemiacetal preparation enantioselective diastereoselective, chiral aldehyde ketene acetal kiyooka aldol reaction, aldol reaction, chiral aldehydes, double bond geometry, ketene acetal, structure elucidation and other aspects.Recommanded Product: 3976-69-0

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

On April 5, 2013, Clark, J. Stephen; Yang, Guang; Osnowski, Andrew P. published an article.Formula: C5H10O3 The title of the article was Synthesis of the C-1-C-17 Fragment of Amphidinolides C, C2, C3, and F. And the article contained the following:

The C1-C17 fragment, I, of amphidinolides C, C2, C3, and F has been constructed from a trans-2,5-disubstituted dihydrofuranone II prepared by diastereoselective rearrangement of a free or metal-bound oxonium ylide generated from a metal carbenoid (no data). The dihydrofuranone was converted into aldehyde III, which corresponds to the C1-C8 framework, and this was coupled to the C9-C17 unit IV by nucleophilic addition of a vinylic anion. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Formula: C5H10O3

The Article related to amphidinolide c1 c17 fragment enantioselective synthesis, stereoselective aldol amphidinolide c1 c17 fragment enantioselective synthesis, regioselective hydrostannylation amphidinolide c1 c17 fragment enantioselective synthesis, tin lithium exchange amphidinolide c1 c17 fragment enantioselective synthesis and other aspects.Formula: C5H10O3

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

Sartorius, Frank; Trebing, Marc; Brueckner, Charlotte; Brueckner, Reinhard published an article in 2017, the title of the article was Reducing Diastereomorphous Bis(phosphane oxide) Atropisomers to One Atropisomerically Pure Diphosphane: A New Ligand and a Novel Ligand-Preparation Design.Application of 3976-69-0 And the article contains the following content:

1,1′-Biphenyl-2,2′-diphosphines with an achiral bridge spanning C-5 and C-5′ form atropisomers that are enantiomers. Accessing them in an atropisomerically pure form requires resolving a racemic mixture thereof or of a bis(phosphine oxide) precursor. 1,1′-Biphenyl-2,2′-diphosphines with a homochiral bridge spanning C-5 and C-5′ form atropisomers that are diastereomers. Synthesized the first compound of this kind (1) atropselectively and (2) under thermodn. control-seemingly a first-time exploit in diphosphine synthesis. The selectivity-inducing step was a high-temperature reduction of two non-interconverting bis(phosphine oxide) atropisomers (60:40 mixture). It furnished the desired diphosphine atropisomerically pure (and atropconvergently because the yield was 67 %). This diphosphine proved worthwhile in Tsuji-Trost allylations, the Hayashi addition of phenylboronic acid to cyclohexenone, and the asym. hydrogenation of Me acetoacetate (up to 95 % yield and 95 % ee). The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Application of 3976-69-0

The Article related to diastereomorphous phosphine oxide atropisomer atropisomerically pure diphosphine ligand design, biphenyl diphosphine atropisomer preparation catalyst tsuji trost allylation, hayashi addition phenylboronic acid cyclohexenone biphenyl diphosphine catalyzed, asym hydrogenation methyl acetoacetate biphenyl diphosphine catalyzed and other aspects.Application of 3976-69-0

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

Sun, Qi; Meng, Xiangju; Liu, Xiao; Zhang, Xiaoming; Yang, Yan; Yang, Qihua; Xiao, Feng-Shou published an article in 2012, the title of the article was Mesoporous cross-linked polymer copolymerized with chiral BINAP ligand coordinated to a ruthenium species as an efficient heterogeneous catalyst for asymmetric hydrogenation.Synthetic Route of 3976-69-0 And the article contains the following content:

Mesoporous ruthenium complexes generated from the copolymer of nonracemic BINAP dioxide bisacrylamide I (or its enantiomer) with divinylbenzene followed by deoxygenation and complexation were prepared as reusable catalysts for chemoselective and enantioselective hydrogenation. In the presence of mesoporous ruthenium complexes generated from the copolymer of I with divinylbenzene, β-keto esters RCOCH2CO2R1 (R = Me, 4-MeOC6H4, ClCH2, Me2CH; R1 = Me, Et, PhCH2, Me3C, Me2CH) were hydrogenated in methanol to the nonracemic β-hydroxy esters II (R = Me, 4-MeOC6H4, ClCH2, Me2CH; R1 = Me, Et, PhCH2, Me3C, Me2CH) in > 99.5% chemoselectivities and conversions and in 91.3-97.7% ee. The surface area of a mesoporous ruthenium complex generated from the copolymer of I and divinylbenzene was determined The mesoporous ruthenium complex generated from the copolymer of I and divinylbenzene was recycled six times in the hydrogenation of Me acetoacetate to give (R)-Me 3-hydroxybutanoate in > 99.5% chemoselectivities and conversions and in 91.3-95.3% ee. Copolymers of other vinyl-functionalized nonracemic ligands with divinylbenzene were prepared; transfer hydrogenation of acetophenone in the presence of a (R,R)-N-(4-vinylphenylsulfonyl)-1,2-diphenyl-1,2-ethanediamine-divinylbenzene copolymer ruthenium complex gave 1-phenylethanol in 94% ee. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Synthetic Route of 3976-69-0

The Article related to mesoporous copolymer binap bisacrylamide ruthenium complex enantioselective hydrogenation catalyst, vinyl functionalized ligand copolymer ruthenium complex enantioselective hydrogenation catalyst, beta hydroxy ester enantioselective preparation, enantioselective hydrogenation beta ketoester binap bisacrylamide copolymer ruthenium complex and other aspects.Synthetic Route of 3976-69-0

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

Burghart-Stoll, Heike; Brueckner, Reinhard published an article in 2012, the title of the article was Total Syntheses of the Gregatins A-D and Aspertetronin A: Structure Revisions of These Compounds and of Aspertetronin B, Together with Plausible Structure Revisions of Gregatin E, Cyclogregatin, Graminin A, the Penicilliols A and B, and the Huaspenones A and B.Category: esters-buliding-blocks And the article contains the following content:

Comprehensive comparisons of 1H and 13C NMR chem. shift values in the furanone cores a, b, and c provide plausible support for a reassessment of the furanone nuclei of the title compounds from b to c. Total syntheses via enantiomerically pure lactic esters were based on the Seebach-Frater “self-reproduction of stereocenters” methodol. Attachment of the hexadienyl side-chain in a trans,trans-selective manner was achieved by addition of the Seebach-Frater enolate to trans-hex-4-en-1-al rather than to trans-hex-3-en-1-al. The type-c furanone cores of the synthetic materials were reached by single or double acylation of model γ-hydroxy-β-oxo ester I and its hexadiene-containing counterpart II. Our syntheses confirmed the novel connectivities in six compounds In addition, they required revision of the configuration of a quaternary carbon atom in five cases. Moreover, they allowed elucidation of the configurations of four previously unassigned stereocenters. Hindsight analyses of why the furanone cores of the title compounds had been misinterpreted as a and/or b instead of c are given. Why the stereocenters in the heterocycles had been incorrectly configured, on the bases (a) of relay studies in the 1960s, and (b) of a 1984 total synthesis of gregatin B, is also discussed. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Category: esters-buliding-blocks

The Article related to synthesis lactic ester gregatin aspertetronin, mol structure revision gregatin graminin aspertetronin penicilliol huaspenone cyclogregatin, nmr chem shift mol structure revision furanone derivative, seebach frater self reproduction stereocenters methodol synthesis gregatin aspertetronin, hexadienyl side chain addition trans selective manner and other aspects.Category: esters-buliding-blocks

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

On August 2, 2021, Li, Fuzhuo; Yang, Li-Cheng; Zhang, Jingyang; Chen, Jason S.; Renata, Hans published an article.Quality Control of (R)-Methyl 3-hydroxybutanoate The title of the article was Stereoselective synthesis of β-branched aromatic α-amino acids by biocatalytic dynamic kinetic resolution. And the article contained the following:

β-Branched noncanonical amino acids are valuable mols. in modern drug development efforts. However, they are still challenging to prepare due to the need to set multiple stereocenters in a stereoselective fashion, and contemporary methods for the synthesis of such compounds often rely on the use of rare-transition-metal catalysts with designer ligands. Herein, we report a highly diastereo- and enantioselective biocatalytic transamination method to prepare a broad range of aromatic β-branched α-amino acids. Mechanistic studies show that the transformation proceeds through dynamic kinetic resolution that is unique to the optimal enzyme. To highlight its utility and practicality, the biocatalytic reaction was applied to the synthesis of several sp3-rich cyclic fragments and the first total synthesis of jomthonic acid A. 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 branched aromatic amino acid diastereoselective enantioselective biocatalytic synthesis, ketoacid transamination amino acid catalyst dynamic kinetic resolution enzymic, stereoselective enzymic dynamic kinetic resolution reaction mechanism chirality, asymmetric synthesis, biocatalysis, dynamic kinetic resolution, noncanonical amino acids, transaminases and other aspects.Quality Control of (R)-Methyl 3-hydroxybutanoate

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