3082-68-6

Basic information

• Product Name: (R)-3-Amino-3-phenylpropionicacidethylester
• Synonyms: (R)-3-Amino-3-phenylpropionicacidethylester;Benzenepropanoic acid, b-aMino-, ethyl ester, (bR)-;ethyl (3R)-3-amino-3-phenylpropanoate
• CAS NO: 3082-68-6
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.24
• Product Categories: Miscellaneous Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 3082-68-6.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 299.0±28.0 °C(Predicted)
• Appearance: /
• Density: 1.075±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 7.75±0.10(Predicted)
• CAS DataBase Reference: (R)-3-Amino-3-phenylpropionicacidethylester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-Amino-3-phenylpropionicacidethylester(3082-68-6)
• EPA Substance Registry System: (R)-3-Amino-3-phenylpropionicacidethylester(3082-68-6)

Safety Data

• Hazardous Substances Data: 3082-68-6(Hazardous Substances Data)

Usage

Description

(R)-3-Amino-3-phenylpropionic acid ethyl ester, also known as β-Aminobenzenepropanoic Acid Ethyl Ester, is an organic compound that belongs to the class of β-amino acids. It is characterized by its unique structure, which includes an ethyl ester group attached to a phenylalanine backbone. (R)-3-Amino-3-phenylpropionicacidethylester is known for its potential applications in various fields, particularly in the synthesis of other amino acids and as a precursor in the production of certain pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
(R)-3-Amino-3-phenylpropionic acid ethyl ester is used as an intermediate in the three-step synthesis of β-amino acids. These β-amino acids are essential building blocks for the development of various pharmaceutical compounds, including those with potential therapeutic applications.
Used in Microbial Production:
In the field of biotechnology, (R)-3-Amino-3-phenylpropionic acid ethyl ester is utilized in the microbial production of β-phenylalanine ethyl esters. This process involves the use of microorganisms to convert precursor compounds into the desired product, which can then be used for further synthesis or as a final product in the pharmaceutical or chemical industries.

Upstream product

• 42201-84-3 1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene 
• 253665-35-9 (1S,2R,4R,S_S)-7,7-dimethyl-N-(phenylmethylene)-2-(trimethylsilyloxy)bicyclo[2.2.1]heptane-1-methanesulfinamide 
• 340188-50-3 (R)-3-amino-3-phenylpropionic acid ethyl ester hydrochloride 
• 33831-72-0 ethyl 3-amino-3-phenylprop-2-enoate 
• 862776-58-7 (S)-N-benzylidene-2-methylpropane-2-sulfinamide 
• 6335-76-8 3-amino-3-phenylpropionic acid ethyl ester 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 14191-09-4 ethyl (2Z)-3-(benzylamino)-3-phenylacrylate 
• 1282538-74-2 ethyl 3-(benzylamino)-3-phenylpropanoate 
• 29754-04-9 ethyl 3-amino-3-phenylpropanoate hydrochloride 
• 893395-89-6 (R)-3-([(R)-2-amino-2-oxo-1-phenylethyl]amino)-3-phenylpropionic acid ethyl ester hydrochloride 
• 100-52-7 benzaldehyde 
• 3646-50-2 3-Amino-3-phenylpropionic acid 
• 680594-91-6 ((R)-2-Benzyloxy-1-phenyl-ethyl)-[1-phenyl-meth-(E)-ylidene]-amine 

Downstream Products

• 854689-11-5 salt of (R)-benzyloxycarbonylphenylalanine and (R)-3-amino-3-phenylpropionic acid ethyl ester 
• 170564-98-4 (R)-3-amino-3-phenyl-1-propanol 
• 614-19-7 (R)-3-phenyl-3-aminopropionic acid 
• 2021-28-5 ethyl dihydrocinnamate 
• 6335-76-8 3-amino-3-phenylpropionic acid ethyl ester 
• 854689-16-0 salt of (R)-benzyloxycarbonylamino-tert-leucine and (R)-3-amino-3-phenylpropionic acid ethyl ester 
• 36567-72-3 (S)-3-hydroxy-3-phenylpropanoic acid 
• 621-82-9 Cinnamic acid 
• 3082-70-0 (S)-N-Salicyliden-<3-phenyl-3-amino-propionsaeureaethylester> 

Relevant articles and documents

Highly enantioselective one-pot, three-component imino-reformatsky reaction

(Chemical Equation Presented) A key to molecular diversity is the preparation of new frameworks in multi-component condensations of three or more reactants. A new highly enantioselective one-pot, three-component, nickel-catalyzed, imino-Reformatsky reacti

Enantioselective synthesis of amines via reductive amination with a dehydrogenase mutant from Exigobacterium sibiricum: Substrate scope, co-solvent tolerance and biocatalyst immobilization

In recent years, the reductive amination of ketones in the presence of amine dehydrogenases emerged as an attractive synthetic strategy for the enantioselective preparation of amines starting from ketones, an ammonia source, a reducing reagent and a cofactor, which is recycled in situ by means of a second enzyme. Current challenges in this field consists of providing a broad synthetic platform as well as process development including enzyme immobilization. In this contribution these issues are addressed. Utilizing the amine dehydrogenase EsLeuDH-DM as a mutant of the leucine dehydrogenase from Exigobacterium sibiricum, a range of aryl-substituted ketones were tested as substrates revealing a broad substrate tolerance. Kinetics as well as inhibition effects were also studied and the suitability of this method for synthetic purpose was demonstrated with acetophenone as a model substrate. Even at an elevated substrate concentration of 50 mM, excellent conversion was achieved. In addition, the impact of water-miscible co-solvents was examined, and good activities were found when using DMSO of up to 30% (v/v). Furthermore, a successful immobilization of the EsLeuDH-DM was demonstrated utilizing a hydrophobic support and a support for covalent binding, respectively, as a carrier.

BICYCLIC-PYRIMIDINEDIONE COMPOUNDS

The present invention provides novel bicyclic pyrimidinedione compounds that are useful for the treatment of hypertrophic cardiomyopathy (HCM) and conditions associated with left ventricular hypertrophy or diastolic dysfunction. The synthesis and characterization of the compounds is described, as well as methods for treating HCM and other forms of heart disease.

Asymmetric synthesis of 2-substituted cyclic amines

Cyanomethylenetributylphosphorane-mediated ring closure for the asymmetric synthesis of 2-substituted cyclic amines such as azetidines, pyrrolidines and a piperidine is reported. The desired stereochemistry at the 2-position was fixed using (S)-tert-butyl sulfinamide as a chiral auxiliary.