2521-89-3

Usage

Uses

Used in Pharmaceutical Research:
Glycine, N-(4-chlorophenyl)-, ethyl ester is used as a research compound for its potential pharmacological properties, including its ability to interact with biological targets in the body.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, glycine, N-(4-chlorophenyl)-, ethyl ester is used as a synthetic intermediate for the development of new drugs, leveraging its unique structural features to create novel therapeutic agents.
Used in Organic Chemistry:
Glycine, N-(4-chlorophenyl)-, ethyl ester may also have applications in the broader field of organic chemistry, where it can be employed as a reagent or building block in various chemical reactions and processes.

InChI:InChI=1/C10H12ClNO2/c1-2-14-10(13)7-12-9-5-3-8(11)4-6-9/h3-6,12H,2,7H2,1H3

Upstream product

• 106-47-8 4-chloro-aniline 
• 105-39-5 chloroacetic acid ethyl ester 
• 64-17-5 ethanol 
• 5465-90-7 N-(4-chlorophenyl)glycine 
• 105-36-2 ethyl bromoacetate 
• 623-48-3 ethyl iodoacetae 
• 623-73-4 diazoacetic acid ethyl ester 
• 109-92-2 ethyl vinyl ether 
• 924-44-7 glyoxylic acid ethyl ester 

Downstream Products

• 2371-31-5 2-((4-chlorophenyl)amino)acetohydrazide 
• 99420-98-1 N-Acetyl-N-(4-chlorophenyl)glycine 
• 5336-36-7 N-[N-acetyl-N-(4-chloro-phenyl)-glycyl]-N-(4-chloro-phenyl)-glycine 
• 55240-02-3 C₁₁H₁₁Cl₂NO₃ 
• 6738-76-7 N-<(4-Chlor-anilino)-acetyl>-N'.N'-dimethyl-ethylendiamin 
• 92849-14-4 (4-Chlor-anilino)-essigsaeure-(2-dimethylamino-ethylester) 
• 1221962-64-6 ethyl N-[(5-chloro-2-benzimidazolyl)methyl]-N-4-(chlorophenyl)glycinate 
• 1263063-57-5 ethyl 2-(4-chlorophenylamino)-4-oxopentanoate 
• 1402228-90-3 [1-amino-2-cyano-2-[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo)-vinyl]-(4-chloro-phenyl)-amino]-aceticacid ethyl ester 
• 1238767-37-7 diethyl 6-chloro-3-(4-chlorophenyl)-3,4-dihydroquinazoline-2,4-dicarboxylate 
• 1489288-11-0 1-(4-chlorophenylaminoacetyl)-4-(4-phenylbenzyl)-thiosemicarbazide 
• 1426318-87-7 ethyl (2R,3S)-2-((4-chlorophenyl)amino)-3-hydroxy-4-oxo-4-phenylbutanoate 
• 1426319-05-2 ethyl (2R,3R)-2-(4-chlorophenylamino)-3-hydroxy-4-oxo-4-phenylbutanoate 

Relevant academic research and scientific papers

Perovskite as Recyclable Photocatalyst for Annulation Reaction of N-Sulfonyl Ketimines

A sustainable and cost-effective manner for the photocatalytic annulation reaction of N-sulfonyl ketimines with N-arylglycines to synthesize imidazolidine-fused sulfamidates (31 examples) by employing CsPbBr3 as a heterogeneous photocatalyst has been developed. The catalyst CsPbBr3 can be simply recovered from the reaction mixture and reused at least five times without an obvious reduction in its photocatalytic reactivity, exhibiting a high catalyst economic feature.

Visible-Light-Induced Oxidative α-Alkylation of Glycine Derivatives with Ethers under Metal-Free Conditions

In this work, a visible-light-induced oxidative α-alkylation of glycine derivatives with ethers has been developed in the presence of catalytic Eosin Y. Under the blue light of a 3 W LED, a range of α-etherized glycine derivatives, including α-amino esters, α-amino ketones and α-amino amides, were achieved with good to excellent yields and functional group tolerance with tert-butyl hydroperoxide (TBHP) as oxidant at ambient temperature. The operationally easy procedure provides an economical, metal-free, and mild alternative for the synthesis of the α-etherized glycine derivatives.

Photoredox-Catalyzed α-Aminomethyl Carboxylation of Styrenes with Sodium Glycinates: Synthesis of γ-Amino Acids and γ-Lactams

A visible-light photoredox-catalyzed reductive α-aminomethyl carboxylation of styrenes with sodium glycinates and CO2 has been developed to synthesize a series of α,α-disubstituted γ-amino acids and γ-lactams with high efficiency and regioselectivity. Notably, CO2 released from the decarboxylation step can be reused for the subsequent carboxylation. Distinct from the previous reactions with the same type of substrates leading to simple decarboxylation and olefin hydroalkylation, this process involves additional CO2 sequestration, thus leading to olefin α-aminomethyl carboxylation. These findings not only provide new access to α,α-disubstituted γ-amino acids and γ-lactams but also serve as a proof of concept for CO2 reutilization in decarboxylation reactions.

Molecular Oxygen-Mediated Radical Alkylation of C(sp3)-H Bonds with Boronic Acids

A direct and site-specific alkylation of (sp3)C-H bond with aliphatic boronic acid was achieved. By simply heating glycinates and amines together with alkylboronic acids under an oxygen atmosphere, a variety of unnatural α-amino acids and peptides could b

Discovery and evolution of 12N-substituted aloperine derivatives as anti-SARS-CoV-2 agents through targeting late entry stage

So far, there is still no specific drug against COVID-19. Taking compound 1 with anti-EBOV activity as the lead, fifty-four 12N-substituted aloperine derivatives were synthesized and evaluated for the anti-SARS-CoV-2 activities using pseudotyped virus model. Among them, 8a exhibited the most potential effects against both pseudotyped and authentic SARS-CoV-2, as well as SARS-CoV and MERS-CoV, indicating a broad-spectrum anti-coronavirus profile. The mechanism study disclosed that 8a might block a late stage of viral entry, mainly via inhibiting host cathepsin B activity rather than directly targeting cathepsin B protein. Also, 8a could significantly reduce the release of multiple inflammatory cytokines in a time- and dose-dependent manner, such as IL-6, IL-1β, IL-8 and MCP-1, the major contributors to cytokine storm. Therefore, 8a is a promising agent with the advantages of broad-spectrum anti-coronavirus and anti-cytokine effects, thus worthy of further investigation.

Ethyl cellulose derived porous iron@N-doped carbon material for N–H carbene insertion reaction

A newly developed, facile and sustainable strategy, in which zinc salt, melamine and ethyl cellulose are applied as pore-forming agent, nitrogen and carbon source respectively, has been disclosed for the synthesis of Fe/N-codoped carbon materials. This material exhibits excellent catalytic efficiency towards N–H carbene insertion reaction for the synthesis of unnatural amino acid derivatives. Fe/FeOx nanoparticles tranfer electrons to N-doped carbon owing to the Mott-Schottky Effect, which is beneficial to the formation of iron carbene intermediate. N-doping can offer more Lewis base sites, which promotes the proton transfer process. Fe/FeOx nanoparticles are coated with graphitic carbon, thereby avoiding the loss and deactivation of iron sites in this material. Therefore, this material can be reused at least four times without significant loss in activity.

Selective carbene transfer to amines and olefins catalyzed by ruthenium phthalocyanine complexes with donor substituents

Electron-rich ruthenium phthalocyanine complexes were evaluated in carbene transfer reactions from ethyl diazoacetate (EDA) to aromatic and aliphatic olefins as well as to a wide range of aromatic, heterocyclic and aliphatic amines for the first time. It was revealed that the ruthenium octabutoxyphthalocyanine carbonyl complex [(BuO)8Pc]Ru(CO) is the most efficient catalyst converting electron-rich and electron-poor aromatic olefins to cyclopropane derivatives with high yields (typically 80-100%) and high TON (up to 1000) under low catalyst loading and nearly equimolar substrate/EDA ratio. This catalyst shows a rare efficiency in the carbene insertion into amine N-H bonds. Using a 0.05 mol% catalyst loading, a high amine concentration (1 M) and 1.1 eq. of EDA, a number of structurally divergent amines were selectively converted to mono-substituted glycine derivatives with up to quantitative yields and turnover numbers reaching 2000. High selectivity, large substrate scope, low catalyst loading and practical reaction conditions place [(BuO)8Pc]Ru(CO) among the most efficient catalysts for the carbene insertion into amines.

Phenamine hydroxamic acid urease inhibitor as well as preparation method and application thereof

The invention discloses a kind of aniline hydroxamic acid compounds. The general formula of the compounds is shown in the description. The compounds have a good inhibition function on urease and can be used for preparing medicine resisting gastritis, gast

Photoinduced iodine-mediated tandem dehydrogenative Povarov cyclisation/C-H oxygenation reactions

We report metal-free, photoinduced aerobic tandem dehydrogenative Povarov cyclisation/Csp3-H oxygenation reactions between N-aryl glycine esters and α-substituted styrenes, which efficiently lead to 4,4-disubstituted dihydroquinoline-3-ones under mild conditions. The reactions are mediated by iodine along with visible light irradiation, which allows for the in situ generation of the essential Br?nsted acid HI, to catalyse the key imine [4+2]-cycloaddition.

Unnatural α-Amino Acid Synthesized through α-Alkylation of Glycine Derivatives by Diacyl Peroxides

We have developed a protocol for catalyst- and additive-free α-alkylation reactions of glycine derivatives with diacyl peroxides, which proceed by a pathway involving addition of alkyl radicals to imine intermediates. The diacyl peroxide substrate acts as both alkylation agent and oxidizing agent, which means it is atom-economical. It was applied to various glycine derivatives, dipeptides, and a 3,4-dihydroquinoxalin-2(1H)-one derivative and could be carried out on a gram scale, indicating its utility for late-stage functionalization.