39251-40-6

Usage

Uses

Used in Pharmaceutical Industry:
(R)-AMINO-PHENYL-ACETIC ACID ETHYL ESTER is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its role in the development of new drugs is attributed to its ability to serve as a versatile building block, allowing for the creation of a wide range of biologically active molecules.
Used in Agrochemical Industry:
In the agrochemical industry, (R)-AMINO-PHENYL-ACETIC ACID ETHYL ESTER is employed as a crucial component in the synthesis of insecticides. Its incorporation into these products enhances their effectiveness in controlling and managing pest populations, contributing to improved agricultural yields and crop protection.
Used in Organic Chemistry Research:
(R)-AMINO-PHENYL-ACETIC ACID ETHYL ESTER is also utilized as a valuable research tool in the field of organic chemistry. Its unique properties as a chiral compound make it an attractive candidate for studying the effects of stereochemistry on the biological activity of synthesized compounds, furthering our understanding of molecular interactions and the development of more effective drugs and chemicals.

Upstream product

• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 302-72-7 rac-Ala-OH 
• 64-17-5 ethanol 
• 2835-06-5 phenylglycin 
• 861559-96-8 (N-nitroso-hydrazino)-phenyl-acetic acid ethyl ester 
• 140-29-4 phenylacetonitrile 
• 101-97-3 Ethyl 2-phenylethanoate 
• 875-74-1 (R)-phenylglycine 
• 6097-58-1 ethyl 2-phenyl-2-aminoacetate 
• 940866-94-4 (R)-ethyl 2-(p-methoxyphenylamino)-2-phenylethanoate 
• 89481-67-4 (4-methoxy-phenylimino)-phenyl-acetic acid ethyl ester 
• 22065-57-2 ethyl 2-phenyldiazoacetate 
• 75214-03-8 (±)-ethyl 2-azido-2-phenylacetate 
• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 

Downstream Products

• 108482-96-8 (5-phenyl-2-thioxo-2,3-dihydro-imidazol-1-yl)-acetone 
• 101878-12-0 (ethoxycarbonyl-phenyl-methyl)-thiocarbamic acid S-phenyl ester 
• 113870-12-5 (2-chloro-acetylamino)-phenyl-acetic acid ethyl ester 
• 70779-92-9 2,2'-diphenyl-2,2'-ureylene-di-acetic acid diethyl ester 
• 93782-07-1 α-amino-2-phenyl-N-methylacetamide 
• 95361-43-6 C₁₄H₁₉NO₂S 
• 77290-52-9 N-benzyliden-2-phenylglycine ethyl ester 
• 15962-49-9 (S)-phenylglycine ethyl ester 
• 193689-62-2 Phenyl-trifluoromethanesulfonylamino-acetic acid ethyl ester 
• 1603-79-8 phenylglyoxylic acid ethyl ester 

Relevant academic research and scientific papers

Stereospecific Synthesis of 3,4-Dihydro-2 H-naphtho-1,4-oxazin-2-ones by Unification of Benzoxepine-4-carboxylates with Chiral Amino Acid Ethyl Esters

A novel and efficient stereocontrolled method has been developed for the preparation of chiral 3,4-dihydro-2H-naphtho[1,2-b][1,4]oxazin-2-ones by the reaction of benzoxepine-4-carboxylates with chiral amino acid ethyl esters for the first time. The chiral 3,4-dihydro-2H-naphtho-1,4-oxazinones have been achieved in one step by the formation of C-N, C-C, and C-O bonds.

Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions

The conversion of aldehydes and ketones to 1° amines could be promoted by half-sandwich iridium complexes using ammonium formate as both the nitrogen and hydride source. To optimize this method for green chemical synthesis, we tested various carbonyl substrates in common polar solvents at physiological temperature (37 °C) and ambient pressure. We found that in methanol, excellent selectivity for the amine over alcohol/amide products could be achieved for a broad assortment of carbonyl-containing compounds. In aqueous media, selective reduction of carbonyls to 1° amines was achieved in the absence of acids. Unfortunately, at Ir catalyst concentrations of 1 mM in water, reductive amination efficiency dropped significantly, which suggest that this catalytic methodology might be not suitable for aqueous applications where very low catalyst concentration is required (e.g., inside living cells).

Palladium-Catalyzed Allylic Alkylation of Aldimine Esters with Vinyl-Cyclopropanes to Yield α,α-Disubstituted α-Amino Acid Derivatives

A synthetically useful approach for the synthesis of functionalized α, α-disubstituted α-amino acid derivatives via palladium-catalyzed 1,7 addition of readily available aldimine esters to vinylcyclopropanes is reported. This methodology was operated under mild conditions, affording α-allylic α-amino esters in good to excellent yields and excellent regio- and stereoselectivity. This transformation displays broad functional-group tolerance and enantioselective allylic alkylation has also been realized using a chiral phosphine ligand to provide the desired product. (Figure presented.).

Boron-Catalyzed Azide Insertion of α-Aryl α-Diazoesters

A challenging metal-free azide insertion of α-aryl α-diazoesters in the presence of B(C6F5)3 (5 mol %) was developed for the first time. The reaction features an easy operation, wide substrate scope, and mild conditions an

Site-Selective γ-C(sp3)?H and γ-C(sp2)?H Arylation of Free Amino Esters Promoted by a Catalytic Transient Directing Group

The first selective PdII-catalysed γ-C(sp3)?H and γ-C(sp2)?H arylation of free amino esters using a commercially available catalytic transient directing group. A variety of free amino esters, including α-amino esters and β-amino esters, amino monoesters and amino bis-esters, are shown to react with a diverse range of simple aryl and heteroaryl iodide reagents.

MOF-derived cobalt nanoparticles catalyze a general synthesis of amines

The development of base metal catalysts for the synthesis of pharmaceutically relevant compounds remains an important goal of chemical research. Here, we report that cobalt nanoparticles encapsulated by a graphitic shell are broadly effective reductive amination catalysts. Their convenient and practical preparation entailed template assembly of cobaltdiamine- dicarboxylic acid metal organic frameworks on carbon and subsequent pyrolysis under inert atmosphere.The resulting stable and reusable catalysts were active for synthesis of primary, secondary, tertiary, and N-methylamines (more than 140 examples).The reaction couples easily accessible carbonyl compounds (aldehydes and ketones) with ammonia, amines, or nitro compounds, and molecular hydrogen under industrially viable and scalable conditions, offering cost-effective access to numerous amines, amino acid derivatives, and more complex drug targets.

High-selectivity herbicide N-substitutive alkyl aryloxy phenoxyl propanamide compound and preparation and application thereof

The invention discloses novel N-substitutive alkyl aryloxy phenoxyl propanamide with herbicidal activity represented by the formula (I) and a preparation method thereof, a purpose of controlling vacious grassy weeds in a rice field and a proper weeding composition.The formula (I) is shown in the description.In the formula, R1 is selected from hydrogen or C1-C6 alkane, R3 is selected from hydrogen or C1-C6 alkyl groups or C1-C6 halogenated alkyl groups or C2-C6 alkenyl or C2-C6 alkine groups or C5-C12 aryl groups or heterocyclic aryl, Ar is selected from C6-C12 aryl and C5-C12 heterocyclic aryl, part or all of hydrogen atoms in aryl and heterocyclic aryl are replaced with identical or different substituent groups selected from halogen, cyanogroups, nitryl, C1-C6 alkyl groups, C1-C6 alkoxy, C1-C6 alkylthiol, C1-C6 alkyl amidogen, C1-C6 halogen alkyl and C1-C6 halogen alkoxy, x is selected from N and O, and chiral carbon atoms marked with * are of R or S configuration or are a mixture with R and S with different proportions.

2-Aryl-2-nitroacetates as central precursors to aryl nitromethanes, α-ketoesters, and α-amino acids

Nitroarylacetates are useful small molecular building blocks that act as precursors to α-ketoesters and aryl nitromethanes as well as α-amino acids. Methods were developed that produce each of these compound types in good yields. Two different conditions

Ethyl 2,2-bis(4-methylphenylsulfonamido)acetate to aromatic α-amino acids: Stable substrates for catalytic arylation reactions

This paper reports the development of a novel methodology for the catalytic synthesis of aromatic α-amino acids, which involves the addition of aryl-organoboron reagents to α,α-ditosylamino esters derived from ethyl glyoxylate, using transition metal catalysts, like Rh and Pd. A library of α-amino esters (12 with Pd and 8 with Rh), was synthesized with moderate to excellent yields. A highest enantioselectivity of 30% ee was obtained using Hayashi's ligand. This method was applied to the synthesis of phenylglycine.