46460-23-5

Basic information

• Product Name: L-Homophenylalanine ethyl ester
• Synonyms: Homophenyl-L-alanine ethyl ester;Ethyl (S)-2-amino-4-phenylbutyrate
• CAS NO: 46460-23-5
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.27
• Product Categories: API intermediates
• Mol File: 46460-23-5.mol

Chemical Properties

• Boiling Point: 311.4±35.0 °C(Predicted)
• Appearance: /
• Density: 1.058
• PKA: 7.68±0.35(Predicted)
• CAS DataBase Reference: L-Homophenylalanine ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Homophenylalanine ethyl ester(46460-23-5)
• EPA Substance Registry System: L-Homophenylalanine ethyl ester(46460-23-5)

Safety Data

• Hazardous Substances Data: 46460-23-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
L-Homophenylalanine ethyl ester is used as a potential therapeutic agent for its neuroprotective properties, primarily for the treatment of neurodegenerative disorders such as Parkinson's disease.
Used in Neurodegenerative Disorder Treatment:
In the field of neurology, L-Homophenylalanine ethyl ester is used as a potential treatment option aimed at protecting neurons and slowing the progression of neurodegenerative conditions.
Used in Cancer Treatment Research:
L-Homophenylalanine ethyl ester is used as a subject of research for its potential anti-tumor properties, with the aim of developing new cancer therapies.
Used in Drug Development:
In the pharmaceutical industry, L-Homophenylalanine ethyl ester is utilized as a compound of interest for the development of new drugs targeting various diseases, including neurodegenerative disorders and cancer.

Upstream product

• 188530-97-4 ethyl 3-[(p-nitrobenzenesulfonyl)oxy]-2-oxo-4-phenylbutanoate 
• 1012-05-1 D,L-homophenylalanine 
• 64-17-5 ethanol 
• 943-73-7 D-homophenylalanine 
• 591-50-4 iodobenzene 
• 40916-98-1 (S)-ethyl 2-aminobutanoate 
• 89396-94-1 Imidapril hydrochloride 
• 90891-21-7 L-(+)-α-amino-4-phenylbutyric acid ethyl ester hydrochloride 
• 162780-30-5 (+)-ethyl (S)-2-N-benzylamino-4-phenylbutyrate 
• 100-42-5 styrene 
• 7064-04-2 ethyl 5-phenyl-2-isoxazoline-3-carboxylate 
• 22621-37-0 ethyl 2-aminobutyrate 
• 67753-90-6 9-phenethyl-9-bora-bicyclo[3.3.1]nonane 
• 940290-40-4 ethyl 2-((4-methoxyphenyl)amino)-4-phenylbutanoate 

Downstream Products

• 1195164-50-1 N-hydroxy-5-norbomene-2,3-dicarboxylic acid imide 
• 102609-80-3 2-((1S,7R)-3,5-Dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yloxycarbonylamino)-4-phenyl-butyric acid ethyl ester 
• 64920-29-2 2-oxo-4-phenylbutanoic acid ethyl ester 
• 1151509-66-8 2-(3-benzo[1,3]dioxol-5-yl-2-hydroxy-propionylamino)-4-phenyl-butyric acid ethyl ester 
• 141289-30-7 N-acetyl-DL-homophenylalanine ethyl ester 
• 1243539-48-1 C₁₈H₂₃N₃O₄ 
• 1012-05-1 D,L-homophenylalanine 
• 160886-95-3 (RS)-2-amino-4-phenylbutan-1-ol 
• 82717-95-1 Benzyl (2S)-2-amino>propionate 
• 89371-38-0 tert-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate 
• 120924-94-9 N-<(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl>-L-alanyl-L-proline Benzylester 
• 101386-38-3 (R)-2-[1-Ethoxycarbonylmethyl-2-oxo-1,4,5,6-tetrahydro-2H-benzo[b]azocin-(3E)-ylideneamino]-4-phenyl-butyric acid ethyl ester 
• 101386-40-7 (R)-2-[1-Benzyloxycarbonylmethyl-2-oxo-1,4,5,6-tetrahydro-2H-benzo[b]azocin-(3E)-ylideneamino]-4-phenyl-butyric acid ethyl ester 
• 1026364-71-5 (S)-2-[(1-tert-Butoxycarbonylamino-cyclopentanecarbonyl)-amino]-4-phenyl-butyric acid ethyl ester 

Relevant articles and documents

Site-Selective Modification of α-Amino Acids and Oligopeptides via Native Amine-Directed γ-C(sp3)-H Arylation

Site-selective modification of chemically and biologically valuable α-amino acids and peptides is of great importance for biochemical study and pharmaceutical development. Few methods based on remote C(sp3)-H functionalization of aliphatic side-chains of peptides has been disclosed in recent years. In this report, we developed a novel approach for γ-C(sp3)-H and γ-/δ-C(sp2)-H arylation of α-amino acids with α-hydrogen by native amine-directed C-H functionalization and further realized the γ-C(sp3)-H arylation of N-terminally unprotected peptides.

Synthesis of unnatural α-amino esters using ethyl nitroacetate and condensation or cycloaddition reactions

We report here on the use of ethyl nitroacetate as a glycine template to produce α-amino esters. This started with a study of its condensation with various arylacetals to give ethyl 3-aryl-2-nitroacrylates followed by a reduction (NaBH4 and then zinc/HCl) into α-amino esters. The scope of this method was explored as well as an alternative with arylacylals instead. We also focused on various [2 + 3] cycloadditions, one leading to a spiroacetal, which led to the undesired ethyl 5-(benzamidomethyl)isoxazole-3-carboxylate. The addition of ethyl nitroacetate on a 5-methylene-4,5-dihydrooxazole using cerium(IV) ammonium nitrate was also explored and the synthesis of other oxazole-bearing α-amino esters was achieved using gold(I) chemistry.

IMIDAZOPYRAZINE DERIVATIVES, PROCESS FOR PREPARATION THEREOF, AND THEIR USES AS LUCIFERINS

The present invention is in the field of bioluminescence in biology and/or medicine. In particular, the invention provides imidazopyrazine derivatives, processes for preparation thereof, and their uses as luciferins.

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.

Kinetic study of the alkaline degradation of imidapril hydrochloride using a validated stability indicating HPLC method

An aqueous alkaline degradation study was performed for imidapril hydrochloride (IMD) drug in the presence of its degradation products and an isocratic stability indicating method was presented using a HPLC technique. The separations were performed using an ACE Generix 5C8, 150 × 4.6 mm column and a mobile phase consisting of buffer solution (0.1 M potassium dihydrogen phosphate and 0.02 M tetra-N-butyl ammonium hydrogen sulphate of pH = 4.5 with 1 N HCl) and acetonitrile 60:40 (v/v). The wavelength of the detector was adjusted at 210 nm. The method showed high sensitivity concerning accuracy, precision, linearity and specificity within the acceptable range from 0.1 to 100 μg mL-1 and the limit of quantification was found to be 0.0211 μg mL-1 for IMD. The proposed method was used to determine the drug in its pharmaceutical formulation and to investigate the degradation kinetics of the drug's alkaline-stressed sample. The reactions were found to follow a first-order reaction. The activation energy could also be estimated. The optimized stability indicating HPLC method was validated according to ICH guidelines.

Copper-Catalyzed Addition of Alkylboranes to Iminoacetates: Access to α-Alkyl Branched α-Amino Acids

A copper(I)-catalyzed addition of alkylborane reagents to α-iminoacetates has been developed to assemble both acyclic and cyclic α-branched α-amino carboxylic acid derivatives in good yields. A wide variety of unactivated alkenes are well tolerated in this transformation. (Figure presented.).

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

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.

SUBSTITUTED BETA-PHENYL-ALPHA-HYDROXY PROPANOIC ACID, SYNTHESIS METHOD AND USE THEREOF

The present invention relates to a compound of the formula (I), wherein R1, R2 and R3 are each independently selected from H, OH, F, Cl, Br, methoxy and ethoxy; or alternatively, R1 and R2 together form -OCH2O-, R3 is selected from H, OH, methoxy, ethoxy and halogens; R4 is OH or acyloxy; R5 is cycloalkoxyl, amino and substituted amino, and when R5 is selected from amino, at least one of R1, R2 and R3 is not H. The present invention further relates to a process for synthesizing a compound of the formula (I), and use of the compound of the formula (I) in the manufacture of a medicament for the prevention or treatment of cardiovascular or cerebrovascular diseases.

Asymmetric transfer hydrogenation of β,γ-alkynyl α-lmino esters by a bronsted acid

Asymmetric synthesis of trans-alkenyl α-amino esters was realized by chiral phosphoric acid catalyzed transfer hydrogenatlon of β,γ- alkynyl α-imino esters. Utilizing Hantzsch esters as the hydrogen donor, both the alkyne and Imine moieties of β,γ-alkynyl

Practical synthesis of (-)-α-aminobenzolactam via nitration-cyclization of L-homophenylalanine ethyl ester

A practical synthesis of chiral (-)-α-aminobenzolactam (2) is described. The target compound (2) was prepared from commercially available L-homophenylalanine ethyl ester hydrochloride (LHPE-HCl 1) with a highly enantiomeric purity (>98% e.e.) by employing