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Ethyl 2-amino-2-phenylacetate, also known as α-phenylglycine ethyl ester, is an organic compound with the chemical formula C10H13NO2. It is a colorless to pale yellow liquid with a molecular weight of 179.22 g/mol. ethyl 2-amino-2-phenylacetate is an ester derivative of α-phenylglycine, an amino acid, and is widely used in the synthesis of various pharmaceuticals, agrochemicals, and other chemical products. It is also an important intermediate in the production of drugs like phenylalanine, a non-essential amino acid, and in the synthesis of certain pesticides. Ethyl 2-amino-2-phenylacetate is known for its stability and reactivity, making it a valuable building block in organic chemistry.

6097-58-1

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6097-58-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6097-58-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,0,9 and 7 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 6097-58:
(6*6)+(5*0)+(4*9)+(3*7)+(2*5)+(1*8)=111
111 % 10 = 1
So 6097-58-1 is a valid CAS Registry Number.

6097-58-1Relevant academic research and scientific papers

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

Nguyen, Dat P.,Sladek, Rudolph N.,Do, Loi H.

supporting information, (2020/07/15)

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

Wang, Jiahua,Dai, Zonghao,Xiong, Cheng,Zhu, Jin,Lu, Jinrong,Zhou, Qingfa

supporting information, p. 5105 - 5111 (2019/11/11)

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

San, Htet Htet,Wang, Chun-Ying,Zeng, Hai-Peng,Fu, Shi-Tao,Tang, Xiang-Ying,Jiang, Min

, p. 4478 - 4485 (2019/05/01)

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

Lin, Hua,Wang, Chao,Bannister, Thomas D.,Kamenecka, Theodore M.

supporting information, p. 9535 - 9541 (2018/07/14)

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

Jagadeesh, Rajenahally V.,Murugesan, Kathiravan,Alshammari, Ahmad S.,Neumann, Helfried,Pohl, Marga-Martina,Radnik, J?rg,Beller, Matthias

, p. 326 - 332 (2017/09/28)

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

-

Paragraph 0064; 0065; 0067, (2016/10/17)

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.

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

Marques, Carolina S.,Burke, Anthony J.

supporting information, p. 10091 - 10097 (2013/11/06)

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.

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

Metz, Alison E.,Kozlowski, Marisa C.

, p. 717 - 722 (2013/02/25)

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

Resolution of N-protected amino acid esters using whole cells of Candida parapsilosis ATCC 7330

Stella, Selvaraj,Chadha, Anju

experimental part, p. 457 - 460 (2010/06/21)

Whole cells of Candida parapsilosis ATCC 7330 were used for the resolution of N-acetyl amino acid esters. Excellent enantioselectivities (E = 40 to >500) were achieved for the resolution of N-protected protein and non-protein amino acid esters giving good yields (28-50%) and high enantiomeric excesses (up to >99%) for both enantiomers.

Highly enantioselective synthesis of β-amino alcohols

Metro, Thomas-Xavier,Appenzeller, Jerome,Pardo, Domingo Gomez,Cossy, Janine

, p. 3509 - 3512 (2007/10/03)

N,N-Dialkyl-β-amino alcohols derived from α-amino acids can be rearranged enantiospecifically by using TFAA/Et3N/NaOH to give 1,2-amino alcohols with enantiomeric excess up to 99%.

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