186296-23-1

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-N-(1-(4-bromophenyl)ethyl)acetamide is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs and organic compounds. Its unique structure, containing a bromophenyl group and an ethyl group, allows it to serve as a building block for more complex molecules with potential therapeutic properties.
Used in Chemical Research:
In the field of chemical research, (S)-N-(1-(4-bromophenyl)ethyl)acetamide is used as a compound for studying its properties and potential reactions with other molecules. This can lead to the discovery of new chemical pathways and the development of novel compounds with specific applications.
Used in Chemical Synthesis:
(S)-N-(1-(4-bromophenyl)ethyl)acetamide is also used in chemical synthesis as a precursor to create a variety of organic compounds. Its versatility in forming different chemical bonds makes it a valuable component in the synthesis of specialty chemicals for various industries, including agriculture, materials science, and environmental science.

Upstream product

• 27298-97-1 (S)-1-(4-bromophenyl)ethylamine 
• 79-04-9 chloroacetyl chloride 
• 108-24-7 acetic anhydride 
• 99-90-1 para-bromoacetophenone 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 147169-48-0 (S)-tert-butyl 1-phenylethylcarbamate 
• 24358-62-1 1-(4-bromophenyl)ethylamine 
• 1121583-62-7 isopropyl 2-propoxyacetate 
• 59862-55-4 p-bromoacetophenone oxime 
• 1434602-36-4 (E)-1-(4-bromophenyl)ethanone O-benzyloxime 
• 59862-55-4 (E)-1-(4-bromophenyl)ethan-1-one oxime 
• 75-36-5 acetyl chloride 
• 177750-12-8 N-{1-(4-bromophenyl)vinyl}acetamide 

Downstream Products

• 199441-99-1 (S)-N-ethanoyl-1-(4-cyanophenyl)ethylamine 

Relevant academic research and scientific papers

Synthesis of phospholane-phosphoramidite ligands and their application in asymmetric catalysis

A set of phospholane-phosphoramidite ligands, which possess four elements of chirality, has been synthesized through a modular diastereoselective process. The ligands were applied in the Rh-catalyzed asymmetric C =C hydrogenation of several functionalized olefins with enantioselectivities of up to 99 % ee and a turnover frequency of up to 12 000 h-1, in the Rh-catalyzed hydroformylation of vinyl arenes with enantioselectivities of up to 79 % ee, and in the Ir-catalyzed asymmetric C =N hydrogenation of different aryl imines with enantioselectivities of up to 79 % ee. New P,P′ hybrid ligands: A set of phospholane-phosphoramidites (quinaphoslane) with four elements of chirality are synthesized through a modular diastereoselective process and applied in the Rh-catalyzed hydrogenation of functionalized olefins with up to 99 % ee and a turnover frequency (TOF) of up to 12 000 h-1, in the Rh-catalyzed hydroformylation of vinyl arenes with regioselectivities of up to 99 % and up to 79 % ee, and in the Ir-catalyzed hydrogenation of imines with up to 79 % ee.

Highly air- and water-stable fluorinated ferrocenylphosphine-aminophosphine ligands and their applications in asymmetric hydrogenations

Air- and water-stable fluorinated ferrocenylphosphine-aminophosphine ligands have been synthesized and applied to the Rh-catalyzed asymmetric hydrogenation of enamides and α-dehydroamino acid derivatives. These reactions afforded the corresponding product

Highly enantioselective hydrogenation of enamides catalyzed by rhodium-monodentate phosphoramidite complex

The monodentate phosphoramidite ligand monophos was used in the Rh-catalyzed asymmetric hydrogenation of enamides to give high enantioselectivities (up to 96% ee).

Preparation method of optically pure 4-(1-amino) ethyl benzoate and salt thereof

The invention relates to a preparation method of of optically pure 4-(1-amino) ethyl benzoate and salt thereof. The method has the characteristics of low cost, environmental friendliness, high opticalpurity, simplicity and convenience in operation and easiness in industrial production.

New chiral ferrocene/indole-based diphosphine ligands for Rh-catalyzed asymmetric hydrogenation of functionalized olefins

Convenient synthesis of a new family of chiral ferrocene/indole-based diphosphine ligands, (Rc,Rp)-IndoFerroPhos (L), from (Sc,Rp)-PPFA and 2-(diphenylphosphino)indole has been described. These new ligands exhibited high efficiency in the Rh-catalyzed asymmetric hydrogenation of functionalized olefins including α-dehydroamino acid esters, α-enamides and dimethyl itaconate, in which up to >99% yield and 98% ee were achieved.

Diaza-Crown Ether-Bridged Chiral Diphosphoramidite Ligands: Synthesis and Applications in Asymmetric Catalysis

A small library of diaza-crown ether-bridged chiral diphosphoramidite ligands was prepared. In the rhodium-catalyzed asymmetric hydrogenation and hydroformylation reactions, these ligands exhibited distinct properties in catalytic activity and/or enantioselectivity. Hydrogenated products with opposite absolute configurations could be obtained in high yields with excellent ee values by utilizing (S,S)-L1 and (S,S)-L3, respectively. Meanwhile, the addition of alkali metal cations caused variations in catalytic outcomes, showing the supramolecular tunability of these Rh/diphosphoramidite catalytic systems.

Optimization of 2-alkoxyacetates as acylating agent for enzymatic kinetic resolution of chiral amines

In this study, the activity of acetic acid esters modified with electron withdrawing 2-alkoxy-groups was investigated as acylating agent in kinetic resolution (KR) of racemic amines. A homologous series of the isopropyl esters of four 2-alkoxyacetic acids (2-methoxy-, 2-ethoxy-, 2-propoxy- and 2-butoxyacetic acids) were prepared and investigated for enantiomer selective N-acylation, catalyzed by lipase B from Candida antarctica, under batch and continuous-flow conditions. In the first set of experiments, isopropyl 2-propoxyacetate showed the highest effectivity with all of the four racemic amines [(±)-1-phenylethylamine, (±)-4-phenylbutan-2-amine, (±)-heptan-2-amine and (±)-1-methoxypropane-2-amine] in the set enabling excellent conversions (≥46%) and enantiomeric excess values (ee ≥ 99%) with each amines in continuous-flow mode KRs under the optimized reaction conditions. In a second set of experiments, KRs of five additional amines – being substituted derivatives of (±)-1-phenylethylamine – further demonstrated the usefulness of isopropyl 2-propoxyacetate – being the best acylating agent in the first set of KRs – in KRs leading to (R)-N-propoxyacetamides with high ee values (≥99.8%).

Asymmetric Allylic Alkylation and Hydrogenation with Transition Metal Complexes of Diphosphite Ligands Based on (1S,2S)-Trans-1,2-cyclohexanediol

Abstract: The preparation of new palladium complexes in situ that were composed of a series of chiral diphosphite ligands, which were derived from (1S,2S)-trans-1,2-cyclohexanediol, have been described. It was found that (1S,2S)-bis[(S)-1,1′-binaphthyl-2,

THERAPEUTIC INHIBITORY COMPOUNDS

The invention provides compounds of Formula I and Formula II: A-B-C-D-E-F-G-J (I) C-D-E-F-G-J (II) wherein A, B, C, D, E, F, G, and J have any of the values defined in the specification, and salts thereof. The compounds are useful for inhibiting plasma kallikrein, and for treating a disease or condition in an animal where inhibition of plasma kallikrein is indicated.

Transaminases applied to the synthesis of high added-value enantiopure amines

Critical parameters affecting the stereoselective amination of (hetero)aromatic ketones using transaminases have been studied, such as temperature, pH, substrate concentration, cosolvent, and source and percentage of amino donor, to further optimize the production of enantiopure amines using both (S)- and (R)-selective biocatalysts from commercial suppliers. Interesting enantiopure amino building blocks have been obtained, overcoming some limitations of traditional chemical synthetic methods. Representative processes were scaled up, affording halogenated and heteroaromatic amines in enantiomerically pure form and good isolated yields.