15962-49-9

Basic information

• Product Name: (S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER
• Synonyms: (S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER;ethyl (S)-2-amino-2-phenylacetate
• CAS NO: 15962-49-9
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22
• Mol File: 15962-49-9.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 257.0±20.0 °C(Predicted)
• Appearance: /
• Density: 1.098±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 6.83±0.10(Predicted)
• CAS DataBase Reference: (S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER(15962-49-9)
• EPA Substance Registry System: (S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER(15962-49-9)

Safety Data

• Hazardous Substances Data: 15962-49-9(Hazardous Substances Data)

Usage

General Description

(S)-Alpha-aminobenzeneacetic acid ethyl ester, also known as (-)-Ethyl phenylglycinate, is a chemical compound with the molecular formula C10H13NO2. It is an ethyl ester derivative of phenylglycine, and it is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemical products. (S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER is a chiral molecule, meaning it has two different enantiomers, one being the (S)-isomer and the other being the (R)-isomer. The (S)-isomer is often preferred in certain chemical reactions due to its specific properties and applications. It is also used as a research tool in the study of enzyme-catalyzed reactions and chiral separation techniques. Overall, (S)-Alpha-aminobenzeneacetic acid ethyl ester plays a crucial role in the synthesis of various organic compounds and has important applications in both pharmaceutical and research fields.

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 
• 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 
• 75214-03-8 (±)-ethyl 2-azido-2-phenylacetate 
• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 
• 94263-57-7 ethyl 2,2-bis(4-methylphenylsulfonamido)acetate 

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 (2S)-2-phenylglycinol 
• 20989-17-7 Phenylglycinol 
• 700-63-0 Phenylglycinamid 
• 70779-92-9 2,2'-diphenyl-2,2'-ureylene-di-acetic acid diethyl ester 

Relevant articles and documents

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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.

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.).