15962-49-9

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER is used as a key building block for the synthesis of various pharmaceuticals and agrochemical products. Its unique (S)-isomer configuration allows for the creation of specific compounds with targeted therapeutic effects.
Used in Research Applications:
In the field of research, (S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER is used as a research tool for studying enzyme-catalyzed reactions. Its chiral nature provides insights into the selectivity and specificity of enzymatic processes.
Used in Chiral Separation Techniques:
(S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER is utilized in chiral separation techniques to understand and develop methods for distinguishing between enantiomers, which is crucial for the purity and efficacy of chiral drugs.
Used in Organic Chemistry:
(S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER is used as a reagent in organic chemistry for the synthesis of various organic compounds, contributing to the development of new materials and chemical processes.

Upstream product

• 64-17-5 ethanol 
• 2835-06-5 phenylglycin 
• 140-29-4 phenylacetonitrile 
• 39533-31-8 ethyl α-phenylisocyanoacetate 
• 101-97-3 Ethyl 2-phenylethanoate 
• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 302-72-7 rac-Ala-OH 
• 72936-34-6 ethyl 2-nitro-2-phenylacetate 
• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 
• 2935-35-5 (S)-2-phenylglycine 
• 6097-58-1 ethyl 2-phenyl-2-aminoacetate 
• 124156-21-4 ethyl (4-methoxyphenylimino)acetate 
• 104-94-9 4-methoxy-aniline 
• 22065-57-2 ethyl 2-phenyldiazoacetate 

Downstream Products

• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 17344-99-9 AlaOEt 
• 100119-90-2 (2,2-dichloro-acetylamino)-phenyl-acetic acid ethyl ester 
• 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 
• 36123-77-0 [(N-benzyloxycarbonyl-glycyl)-amino]-phenyl-acetic acid ethyl ester 
• 6857-34-7 4-phenyl-1,3-dihydro-2H-imidazole-2-thione 
• 101444-32-0 1-phenyl-2-(5-phenyl-2-thioxo-2,3-dihydro-imidazol-1-yl)-ethanone 
• 99839-72-2 2-amino-2-cyclohexylethanol 
• 85711-07-5 2-cyclohexyl-2-dimethylamino-ethanol 
• 20989-17-7 Phenylglycinol 
• 700-63-0 Phenylglycinamid 
• 113870-12-5 (2-chloro-acetylamino)-phenyl-acetic acid ethyl ester 
• 93782-07-1 α-amino-2-phenyl-N-methylacetamide 

Relevant academic research and scientific papers

Synthesis of helical poly(phenylacetylene)s with amide linkage bearing l -phenylalanine and l -phenylglycine ethyl ester pendants and their applications as chiral stationary phases for HPLC

Novel stereoregular helical poly(phenylacetylene) derivatives (PPA-Phe and PPA-Phg) with an amide linkage bearing l-phenylalanine and l-phenylglycine ethyl ester pendants were synthesized for use as chiral stationary phases (CSPs) in HPLC. The polymers showed different chiral recognition abilities depending on the coating solvents. Both PPA-Phe and PPA-Phg exhibited higher chiral recognitions when coated with CHCl3 by having preferable conformations. Their chiral recognition abilities depended on their molecular weight and optical rotations which were influenced by the polymerization solvents and monomer concentration. PPA-Phe and PPA-Phg showed rather different chiral recognitions, indicating that the benzyl group of the former and the phenyl group of the latter also play important roles in the chiral recognition. A few racemates were completely separated on PPA-Phe or PPA-Phg with separation factors comparable or higher than those obtained on the popular polysaccharide-based CSPs.

Asymmetric Synthesis of N-Substituted α-Amino Esters from α-Ketoesters via Imine Reductase-Catalyzed Reductive Amination

N-Substituted α-amino esters are widely used as chiral intermediates in a range of pharmaceuticals. Here we report the enantioselective biocatalyic synthesis of N-substituted α-amino esters through the direct reductive coupling of α-ketoesters and amines employing sequence diverse metagenomic imine reductases (IREDs). Both enantiomers of N-substituted α-amino esters were obtained with high conversion and excellent enantioselectivity under mild reaction conditions. In addition >20 different preparative scale transformations were performed highlighting the scalability of this system.

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.

COMPOUNDS USEFUL AS CSF1 MODULATORS

This invention relates to novel compounds and to pharmaceutical compositions comprising the novel compounds. More specifically, the invention relates to compounds useful as Colony Stimulating Factor 1 Receptor (cFMS) modulators (e.g. cFMS inhibitors). This invention also relates to processes for preparing the compounds, uses of the compounds in treatment and methods of treatment employing the compounds. Specifically, the invention relates to the use of the compounds for the treatment of cancer and autoimmune diseases.

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.