105962-57-0

Basic information

• Product Name: (Z)-METHYL 2-ACETAMIDO-3-(4-NITROPHENYL)ACRYLATE
• Synonyms: (Z)-METHYL 2-ACETAMIDO-3-(4-NITROPHENYL)ACRYLATE;2-Propenoic acid, 2-(acetylaMino)-3-(4-nitrophenyl)-, Methyl ester, (2Z)-
• CAS NO: 105962-57-0
• Molecular Formula: C₁₂H₁₂N₂O₅
• Molecular Weight: 264.23408
• Mol File: 105962-57-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Z)-METHYL 2-ACETAMIDO-3-(4-NITROPHENYL)ACRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-METHYL 2-ACETAMIDO-3-(4-NITROPHENYL)ACRYLATE(105962-57-0)
• EPA Substance Registry System: (Z)-METHYL 2-ACETAMIDO-3-(4-NITROPHENYL)ACRYLATE(105962-57-0)

Safety Data

• Hazardous Substances Data: 105962-57-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(Z)-METHYL 2-ACETAMIDO-3-(4-NITROPHENYL)ACRYLATE is used as a key intermediate in the synthesis of complex organic molecules, contributing to the formation of diverse chemical structures.
Used in Pharmaceutical Industry:
(Z)-METHYL 2-ACETAMIDO-3-(4-NITROPHENYL)ACRYLATE is used as a pharmaceutical intermediate for the production of certain drugs, playing a vital role in the development of new pharmaceuticals.
Used in Drug Development:
(Z)-METHYL 2-ACETAMIDO-3-(4-NITROPHENYL)ACRYLATE has potential applications in the development of new pharmaceuticals, showcasing its versatility and importance in the field of medicinal chemistry.
Used as a Building Block:
(Z)-METHYL 2-ACETAMIDO-3-(4-NITROPHENYL)ACRYLATE is used as a building block for other chemical compounds, enabling the creation of a wide range of products with various applications across different industries.

Upstream product

• 67-56-1 methanol 
• 555-16-8 4-nitrobenzaldehdye 
• 543-24-8 N-acetylglycine 
• 66949-13-1 (Z)-2-methyl-4-(4-nitrobenzylidene)oxazol-5(4H)-one 
• 124-41-4 sodium methylate 
• 636-98-6 p-nitrobenzene iodide 
• 35356-70-8 Methyl 2-acetamidoacrylate 
• 586-78-7 para-nitrophenyl bromide 

Downstream Products

• 105962-36-5 methyl Z-2-acetamido-3-p-nitrophenyl-2-butanoate 
• 21742-96-1 4-(4-nitro-phenyl)-1⁽²⁾H-pyrazole-3-carboxylic acid methyl ester 
• 111016-50-3 4-(4-Nitro-phenyl)-1H-pyrazole-3-carboxylic acid 
• 36097-39-9 (S)-methyl 2-acetamido-3-(4-nitrophenyl)propanoate 
• 88546-12-7 methyl (R)-2-acetamido-3-(4-nitrophenyl)propanoate 
• 105962-48-9 cis-4-p-nitrophenyl-3-acetamido-3-carbomethoxy-Δ¹-pyrazoline 

Relevant articles and documents

Ni(ii)-Catalyzed vinylic C-H functionalization of 2-acetamido-3-arylacrylates to access isotetronic acids

A ligand-free Ni(ii)-catalyzed cascade annulation reaction for the synthesis of 4-aryl-substituted isotetronic acids from 2-acetamido-3-arylacrylatesviavinylic C-H functionalization is reported. The reaction proceeds through heteroatom guided electrophilic insertion of nickel to the vinylic double bond followed by annulation with dibromomethane. This unconventional route features cascade steps, sole product formation, multiple functional group tolerance, low cost of catalysts and reagents, and readily available starting materials. Using this method, various aryl-substituted isotetronic acids have been synthesized which are biologically relevant. The annulation of 2-acetamido-3-arylacrylates has also been assessed with 1,2-dichloroethane, which resulted in the rearranged annulated products of 5-methyl substituted isotetronic acids.

Hypervalent iodane mediated reactions of: N -acetyl enamines for the synthesis of oxazoles and imidazoles

A hypervalent iodane reagent used for the intramolecular cyclization of N-acetyl enamines and intermolecular cyclocondensation of enamines and nitriles was investigated. The reaction was performed under mild conditions and gave oxazoles and imidazoles, respectively, in moderate to excellent yields. This transformation exhibits good reactivity, selectivity and functional group tolerance. The selectivity of the intra- or intermolecular reaction is dependent on the structure of N-acetyl enamines.

Temperature-controlled bidirectional enantioselectivity in a dynamic catalyst for asymmetric hydrogenation

Asymmetric catalysis using enantiomerically pure catalysts is one of the most widely used methods for the preparation of enantiomerically pure compounds. The separate synthesis of both enantiomerically pure compounds requires tedious and time-consuming pr

Ligand-free palladium catalysed Heck reaction of methyl 2-acetamido acrylate and aryl bromides as key step in the synthesis of enantiopure substituted phenylalanines

A range of substituted aryl bromides were coupled with methyl 2-acetamido acrylate using ligand-free palladium catalysis. Subsequently asymmetric hydrogenation with Rh/MonoPhos yielded substituted phenylalanines in high enantioselectivities (e.e. 92-99%).

Palladium-Catalyzed Synthesis of Didehydroamino Acid Derivatives

The palladium-catalyzed coupling of 2-amidoacrylates with aryl iodides under phase-transfer conditions yields aromatic (Z)-didehydroamino acid derivatives, which give various protected aromatic amino acids via catalytic hydrogenation using Pd/C or the Wil