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115880-49-4

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115880-49-4 Usage

General Description

"(R)-3-Aminobutyric Acid Ethyl Ester is a chemical compound that belongs to the class of organic compounds known as alpha amino acid esters. As an ester derivative of an amino acid, this compound is often used in pharmaceutical applications, often serving as an intermediate in the synthesis of other complex compounds. The 'R' denotes the configuration of the molecule, indicating that it is the 'right-handed' version, otherwise known as its enantiomer. Overall, this chemical compound plays a crucial role in many sectors, predominantly in industries dedicated to drug discovery and development.

Check Digit Verification of cas no

The CAS Registry Mumber 115880-49-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,5,8,8 and 0 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 115880-49:
(8*1)+(7*1)+(6*5)+(5*8)+(4*8)+(3*0)+(2*4)+(1*9)=134
134 % 10 = 4
So 115880-49-4 is a valid CAS Registry Number.

115880-49-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (R)-3-Aminobutyricacidethylester

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:115880-49-4 SDS

115880-49-4Relevant articles and documents

Chiral Phosphinyl Enamines and Their Asymmetric Reduction through Group-Assisted Purification Chemistry Leading to Enantiopure β-Amino Esters/Amides

Qiao, Shuo,Wu, Jianbin,Mo, Junming,Spigener, Preston T.,Zhao, Brian Nlong,Jiang, Bo,Li, Guigen

, p. 2483 - 2488 (2017)

A series of new chiral N -phosphinyl β-enamino esters and amides were successfully prepared with excellent Z -stereoselectivity (Z / E > 99:1 in nearly all cases). Group-assisted purification chemistry proved to be an efficient method for the asymmetric reduction of the resulting β-enamino esters/amides to give enantiopure β-amino esters/amides. The asymmetric reduction can be controlled efficiently by using a combination of sodium cyanoborohydride and acetic acid.

Candida antarctica lipase catalyzed resolution of ethyl (±)-3-aminobutyrate

Sanchez, Victor M.,Rebolledo, Francisca,Gotor, Vicente

, p. 37 - 40 (1997)

Candida antarctica lipase efficiently catalyzes acetylation and hydrolysis of ethyl (±)-3-aminobutyrate.

Asymmetric bio-amination of ketones in organic solvents

Mutti, Francesco G.,Kroutil, Wolfgang

, p. 3409 - 3413 (2012)

ω-Transaminases, employed as a lyophilised crude cell-free extract, were successfully employed in organic solvent for the asymmetric amination of ketones without the need for immobilisation. Best activity was found for methyl tert-butyl ether (MTBE) at a water activity of 0.6. The ω-transaminases (9 different enzymes) accepted efficiently 2-propylamine as amine donor when used in the solvent, which is not the case when they are used in aqueous solution. The bio-amination in organic solvent showed several advantages such as higher reaction rates (up to 17-fold), general acceptance of 2-propylamine as amine donor, simple work-up procedure (i.e., no basification and extraction required), easy recycling of the catalyst and lack of substrate inhibition. The biocatalysts maintained their excellent stereoselectivity in MTBE allowing the preparation of optically pure amines (ee >99%) with up to >99% conversion.

Structural effects on chemo- and enantioselectivity of Candida antarctica lipase B - Resolution of β-amino esters

Gedey, Szilvia,Liljeblad, Arto,Lazar, Laszlo,Fueloep, Ferenc,Kanerva, Liisa T.

, p. 565 - 570 (2002)

The Candida antarctica lipase B-catalyzed reactions of five β-amino esters with neat butyl butanoate and with 2,2,2-trifluoroethyl butanoate in diisopropyl ether were studied, as were the reactions of the same β-amino esters and their N-butanamides with neat butanol. The possibility for sequential resolution, where the amino and ester functions of the substrate both react with an achiral butanoate, became less likely with increasing size of the substrate from ethyl 3-aminobutanoate (1a) to pentanoate (1b) or larger. On the other hand, the alcoholyses of N-acylated β-amino esters successfully proceeded in butanol with E > 100. Gram-scale resolution of the N-butanoylated 1a was performed to demonstrate the usefulness of the method.

Parallel interconnected kinetic asymmetric transformation (PIKAT) with an immobilized ω-transaminase in neat organic solvent

B?hmer, Wesley,Koenekoop, Lucien,Mutti, Francesco G.,Simon, Timothée

, (2020/05/25)

Comprising approximately 40% of the commercially available optically active drugs, α-chiral amines are pivotal for pharmaceutical manufacture. In this context, the enzymatic asymmetric amination of ketones represents a more sustainable alternative than traditional chemical procedures for chiral amine synthesis. Notable advantages are higher atom-economy and selectivity, shorter synthesis routes, milder reaction conditions and the elimination of toxic catalysts. A parallel interconnected kinetic asymmetric transformation (PIKAT) is a cascade in which one or two enzymes use the same cofactor to convert two reagents into more useful products. Herein, we describe a PIKAT catalyzed by an immobilized ω-transaminase (ωTA) in neat toluene, which concurrently combines an asymmetric transamination of a ketone with an anti-parallel kinetic resolution of an amine racemate. The applicability of the PIKAT was tested on a set of prochiral ketones and racemic α-chiral amines in a 1:2 molar ratio, which yielded elevated conversions (up to >99%) and enantiomeric excess (ee, up to >99%) for the desired products. The progress of the conversion and ee was also monitored in a selected case. This is the first report of a PIKAT using an immobilized ωTA in a non-aqueous environment.

Substrate profile of an ω-transaminase from Burkholderia vietnamiensis and its potential for the production of optically pure amines and unnatural amino acids

Jiang, Jinju,Chen, Xi,Feng, Jinhui,Wu, Qiaqing,Zhu, Dunming

, p. 32 - 39 (2014/01/06)

A new (S)-enantioselective ω-transaminase (ω-TA) gene from Burkholderia vietnamiensis G4 was functionally expressed in Escherichia coli BL21 (DE3), and the purified recombinant N-terminal His-tagged ω-TA (HBV-ω-TA) had a dimeric structure with optimum pH and temperature of 8.4 and 40 C, respectively. The enzyme showed higher activities toward aromatic amines than aliphatic amines and (S)-1-methylbenzylamine ((S)-α-MBA) was the most active amino donor. For amino acceptor, keto acids, keto esters and aldehydes were more reactive than ketones with pyruvate ethyl ester being most active. Several chiral amines and unnatural amino acids or esters were synthesized using HBV-ω-TA as the catalyst and isopropylamine or (S)-α-MBA as amino donor. Notably, HBV-ω-TA catalyzed the amino transfer to β-keto esters to give optically pure β-amino acid esters. In addition, glyoxylate was used as amino acceptor for the first time in the kinetic resolution of racemic amines and optically pure amines, such as (R)-1-methylbenzylamine, (R)-1-phenylpropylamine, (R)-2-amino-4-phenylbutane and (R)-1-aminotetraline, were obtained.

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