1795-96-6

Basic information

• Product Name: ethyl 3-phenyl-DL-alaninate
• Synonyms: ethyl 3-phenyl-DL-alaninate;Einecs 217-278-6
• CAS NO: 1795-96-6
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.2423
• EINECS: 217-278-6
• Mol File: 1795-96-6.mol
• Article Data: 35

Chemical Properties

• Melting Point: 61-62 °C
• Boiling Point: 281.3°Cat760mmHg
• Flash Point: 140.3°C
• Appearance: /
• Density: 1.077g/cm³
• Vapor Pressure: 0.00359mmHg at 25°C
• Refractive Index: 1.525
• PKA: 7.29±0.33(Predicted)
• CAS DataBase Reference: ethyl 3-phenyl-DL-alaninate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-phenyl-DL-alaninate(1795-96-6)
• EPA Substance Registry System: ethyl 3-phenyl-DL-alaninate(1795-96-6)

Safety Data

• Hazardous Substances Data: 1795-96-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H15NO2/c1-2-14-11(13)10(12)8-9-6-4-3-5-7-9/h3-7,10H,2,8,12H2,1H3

Upstream product

• 64-17-5 ethanol 
• 105-39-5 chloroacetic acid ethyl ester 
• 100-46-9 benzylamine 
• 6943-96-0 ethyl 2-(hydroxyimino)-3-phenylpropanoate 
• 16503-53-0 2-bromo-3-phenylpropanoic acid 
• 100-97-0 hexamethylenetetramine 
• 3081-24-1 H-Phe-OEt 
• 13250-12-9 (R)-sec-butylamine 
• 513-49-5 (S)-2-aminobutane 
• 28069-46-7 D-phenylalanine hydrochloride 
• 100-52-7 benzaldehyde 
• 952524-02-6 (S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole 
• 943348-76-3 (2R,3R)-cis-1-(N-1-bis(4-methoxyphenyl)methyl)-2-carboxyethyl-3-phenylaziridine 
• 37498-95-6 D-Phe NCA 

Downstream Products

• 167819-03-6 N-fluoroacetyl-phenylalanine ethyl ester 
• 1795-98-8 rac-phenylalaninol 
• 52328-21-9 N-ethoxycarbonyl-phenylalanine ethyl ester 
• 5276-61-9 N-Benzyloxycarbonyl-glycyl-DL-phenylalanin-ethylester 
• 7750-16-5 N-chloroacetyl-phenylalanine ethyl ester 
• 89311-20-6 N-thiobenzoyl-phenylalanine ethyl ester 
• 60322-30-7 2-amino-3-phenyl-N-propylpropanamide 
• 62246-53-1 2-isothiocyanato-3-phenyl-propionic acid ethyl ester 
• 50838-88-5 α-Trifluormethylazophenylpropionsaeureethylester 
• 7788-78-5 N-Trimethylsilyl-DL-Phe-OEt 
• 18877-51-5 N-<2-Benzoyl-vinyl>-α-amino-β-phenyl-propionsaeure-aethylester 
• 19881-82-4 (+/-)-N,N-dimethylphenylalanine ethyl ester 
• 4134-09-2 ethyl N-acetyl-DL-phenylalaninate 
• 80361-20-2 N-(3-ethoxy-1,3-dioxopropyl)-DL-phenylalanine ethyl ester 

Relevant articles and documents

Synthesis of pharmacophores containing a prolinate core using a multicomponent 1,3-dipolar cycloaddition of azomethine ylides

A multicomponent 1,3-dipolar cycloaddition between heterocyclic aldehydes, amino esters and dipolarophiles is efficiently promoted by silver acetate as catalyst, and depending on the nature of the heterocycle and its reactivity the reaction requires 70 °C or rt to complete. Selected pharmacophores anchored to a formyl group are chromone, 5-methoxyindole, pyridoxal surrogates and a very attractive uracyl derivative. The preference of each tested amino esters towards different dipolarophiles is discussed. At the end, a selective reduction of the ester group allows to obtain a very interesting dideoxiazanucleoside derivative.

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Dynamic Kinetic resolution of α-amino acid esters in the presence of aldehydes

A convenient procedure for the racemization of α-amino acid esters in the presence of catalytic amounts of salicylaldehydes is described. The combination of this racemization protocol with lipase-catalyzed ester hydrolysis allows successful dynamic kinetic resolution of various α-amino acid esters. The corresponding α-amino acids are obtained in high yield and optical purity. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Dichloromeldrum's acid (DiCMA): A practical and green amine dichloroacetylation reagent

Dichloromeldrum's acid is introduced as a bench-stable, nonvolatile reagent for the dichloroacetylation of anilines and alkyl amines to produce α,α-dichloroacetamides, which are important motifs for medicinal chemistry. Products are formed in good to excellent yields with reagent grade solvents, and, as the only byproducts are acetone and CO2, no column chromatography is required. Thus, this reagent is practical, efficient, and green for the dichloroacetylation of primary amines.

Reductive Alkylation of Amines with Carboxylic Ortho Esters

We have demonstrated for the first time that carboxylic ortho esters could be used as an alkylating agent in the reductive alkylation of amines. A variety of amines, including amino acid esters, were alkylated affording mono-alkylated products with high selectivity in practical to high yields using standard heterogeneous catalysts. By applying acyclic ortho esters alkylation was completed at room temperature. (Figure presented.).