142342-74-3

Basic information

• Product Name: (R)-3-Aminovalericacidethylester
• Synonyms: (R)-3-Aminovalericacidethylester
• CAS NO: 142342-74-3
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 145.2
• Mol File: 142342-74-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-3-Aminovalericacidethylester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-Aminovalericacidethylester(142342-74-3)
• EPA Substance Registry System: (R)-3-Aminovalericacidethylester(142342-74-3)

Safety Data

• Hazardous Substances Data: 142342-74-3(Hazardous Substances Data)

Usage

Description

(R)-3-Aminovalericacidethylester, also known as (R)-3-Aminovaleric acid ethyl ester, is a chemical compound with the molecular formula C6H13NO2. It is the ethyl ester of (R)-3-aminopentanoic acid and is a chiral molecule with a non-superimposable mirror image. The (R) enantiomer is the specific isomer being referred to in the name. (R)-3-Aminovalericacidethylester is commonly used in the synthesis of pharmaceuticals and other organic compounds, and it has a variety of potential applications in the fields of medicine, organic chemistry, and materials science, making it of interest to researchers and industry professionals.

Uses

Used in Pharmaceutical Synthesis:
(R)-3-Aminovalericacidethylester is used as an intermediate in the synthesis of various pharmaceuticals for [application reason]. Its unique chemical structure allows for the creation of a wide range of therapeutic compounds.
Used in Organic Chemistry:
(R)-3-Aminovalericacidethylester is used as a reagent in organic chemistry for [application reason], such as facilitating specific reactions or providing a source of functional groups for further modification.
Used in Materials Science:
(R)-3-Aminovalericacidethylester is used as a building block in the development of new materials for [application reason], potentially contributing to the creation of advanced materials with unique properties.
Used in Research and Development:
(R)-3-Aminovalericacidethylester is used as a research compound for [application reason], such as studying its properties, understanding its interactions with other molecules, or developing new methods for its synthesis and application.

Upstream product

• 142342-62-9 3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-pentanoic acid ethyl ester 
• 109-21-7 butyl butyrate 
• 78221-21-3 3-aminopentanoic acid ethyl ester 
• 18664-78-3 3-aminopentanoic acid 
• 4949-44-4 ethyl propanoylacetate 

Downstream Products

• 474645-90-4 (R)-3-[4-(trifluoromethyl)phenylamino]-pentanoic acid 

Relevant articles and documents

Improving Catalytic Activity and Reversing Enantio-Specificity of ω-Transaminase by Semi-Rational Engineering en Route to Chiral Bulky β-Amino Esters

The application of wild-type ω-transaminase was limited by steric hindrance towards bulky substrates, therefore improvement of the catalytic efficiency and stereoselectivity toward substrates with two bulky substituent adjacent to the carbonyl is of general interest. In this study, according to the double substrate binding pocket theory, a (S)-selective ω-transaminase from the Burkholderia vietnamiensis G4, which showed puny catalytic activity toward the β-keto esters with small steric hindrance, was engineered to accept bulky β-keto esters, which were not accessible by any wild-type enzyme. A few desired variants were obtained that exhibited activity toward bulky β-keto esters. Furthermore, a substrate-dependent shift in enantio-preference of HBV variant towards β-keto esters with linear or branched aliphatic substituents was observed. The best variant was applied to the asymmetric synthesis of aliphatic β-amino acids at semi-preparative scale with high yield and enantioselectivity. This study will improve the general understanding and inspire further engineering work for reversing enantio-specificity of ω-transaminases.

Stereoselective ring opening of chiral oxazolidines by reformatsky reagents: An enantioselective entry to β-amino esters

Chiral oxazolidines obtained by condensation of aldehydes with (-).(R)- or (+).(S)-N-benzylphenylglycinol react with the Reformatsky reagent derived from ethyl bromoacetate, in mild reaction conditions (Et2O or CH2Cl2, 0°C, 15-60 min), leading to ethyl β-amino carboxylates in moderate to good diastereomeric excess (60-92%). These ring opening products are transformed into primary β-aminoesters, in one step, by debenzylation with H2/Pd on carbon without loss of their stereochemical integrity. In this way, ethyl β-amino carboxylates can be obtained in both enantiomeric forms, with chemical yields ranging 55-76% and moderate to good e.e. (60-92%).