4187-54-6

Basic information

• Product Name: (S)-N-[1-(4-nitrophenyl)ethyl]acetamide
• Synonyms: (S)-N-[1-(4-nitrophenyl)ethyl]acetamide
• CAS NO: 4187-54-6
• Molecular Weight: 208.217
• Mol File: 4187-54-6.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: (S)-N-[1-(4-nitrophenyl)ethyl]acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-[1-(4-nitrophenyl)ethyl]acetamide(4187-54-6)
• EPA Substance Registry System: (S)-N-[1-(4-nitrophenyl)ethyl]acetamide(4187-54-6)

Safety Data

• Hazardous Substances Data: 4187-54-6(Hazardous Substances Data)

Usage

General Description

"(S)-N-[1-(4-nitrophenyl)ethyl]acetamide" is a chemical compound with the molecular formula C10H12N2O3. It is commonly used as an intermediate in the synthesis of various pharmaceutical compounds. This chemical is an amide, containing an acetamide functional group and a nitrophenyl group. It is a chiral compound, with the (S) stereochemistry at the nitrogen atom. (S)-N-[1-(4-nitrophenyl)ethyl]acetamide may have potential applications in the development of new drugs and medicines, as well as in various research and industrial processes. Additionally, it is important to handle this chemical with care, as it may have hazardous properties and should be used in accordance with proper safety precautions.

Upstream product

• 42142-15-4 1-(4-nitro-phenyl)-ethylamine 
• 1121583-62-7 isopropyl 2-propoxyacetate 
• 108-24-7 acetic anhydride 
• 4187-53-5 (R)-2-methyl-p-nitrobenzylamine 
• 108-21-4 Isopropyl acetate 
• 1434603-08-3 (Z)-1-(4-nitrophenyl)ethanone O-benzyloxime 
• 73744-35-1 (Z)-1-(4-nitrophenyl)ethanone oxime 
• 99-81-0 4-Nitrophenacyl bromide 
• 100-19-6 (4-nitrophenyl)ethanone 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 36283-44-0 N-acetyl-1-phenylethylamine 
• 4187-53-5 (S)-1-(p-nitrophenyl)ethylamine 
• 2354-91-8 (S)-2,2,2-trifluoro-(α-methylbenzyl)acetamide 
• 19144-86-6 (S)-N-acetyl-1-phenylethylamine 

Downstream Products

• 4187-53-5 (R)-2-methyl-p-nitrobenzylamine 
• 100253-60-9 (R)-1-acetylamino-4-(1-acetylamino-ethyl)-benzene 
• 103214-07-9 (-)-N-acetyl-α-(p-N'-picrylaminophenyl)ethylamine 
• 103214-07-9 (+)-N-acetyl-α-(p-N'-picrylaminophenyl)ethylamine 
• 4187-53-5 (S)-1-(p-nitrophenyl)ethylamine 
• 92779-77-6 (R)-N-(1-(4-aminophenyl)ethyl)acetamide 

Relevant articles and documents

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.

A Bulky Three-Hindered Quadrant Bisphosphine Ligand: Synthesis and Application in Rhodium-Catalyzed Asymmetric Hydrogenation of Functionalized Alkenes

A bulky three-hindered quadrant bisphosphine ligand, di-1-adamantylphosphino(tert-butylmethylphosphino)methane, named BulkyP*, has been synthesized via a convergent short pathway with chromatography-free procedures. The ligand is a crystalline solid and can be readily handled in air. Its rhodium(I) complex exhibits very high enantioselectivities and catalytic activities in the asymmetric hydrogenation of functionalized alkenes.

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%).