3775-72-2

Basic information

• Product Name: (S)-3-AMINOBUTYRIC ACID
• Synonyms: L-3-AMINOBUTYRIC ACID;L-BETA-AMINO-N-BUTYRIC ACID;(S)-B-AMINOBUTYRIC ACID;(S)-3-AMINOBUTYRIC ACID;(S)-beta-homoalanine;(3S)-3-Aminobutanoic acid;(3S)-3-Aminobutyric acid;(S)-3-Methyl-β-alanine
• CAS NO: 3775-72-2
• Molecular Formula: C₄H₉NO₂
• Molecular Weight: 103.12
• Mol File: 3775-72-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 229-231°C
• Boiling Point: 223.6 °C at 760 mmHg
• Flash Point: 89 °C
• Appearance: /
• Density: 1.105 g/cm³
• Storage Temp.: 2-8°C
• PKA: 3.67±0.12(Predicted)
• Water Solubility: Soluble in water
• CAS DataBase Reference: (S)-3-AMINOBUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-AMINOBUTYRIC ACID(3775-72-2)
• EPA Substance Registry System: (S)-3-AMINOBUTYRIC ACID(3775-72-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 3775-72-2(Hazardous Substances Data)

Usage

Chemical Properties

White powder

General Description

(S)-3-Aminobutyric acid is a nonproteogenic amino acid.

Purification Methods

Purify the acid through Amberlite IR-4B (20-50 mesh) washing wth H2O, evaporating in a vacuum, then recrystallise it twice from absolute EtOH. It has also been crystallised from MeOH or MeOH/Et2O and dried in a vacuum. [Balenovic et al. J Chem Soc 3316 1952, Bruylants Bull Soc Chim Belg 32 259 1923, Beilstein 4 IV 2595.]

Upstream product

• 6078-06-4 (S)-methyl 3-aminobutanoate 
• 623-43-8 crotonic acid methyl ester 
• 72-19-5 L-threonine 
• 10049-60-2 sec-butylamine hydrochloride 
• 95503-53-0 3-[Hydroxy-((S)-1-phenyl-ethyl)-amino]-butyric acid methyl ester 

Downstream Products

• 6078-06-4 (S)-methyl 3-aminobutanoate 
• 139243-55-3 (S)-3-aminobutanoic acid methyl ester hydrochloride 
• 78175-29-8 (S)-3-(2,4-Dinitro-phenylamino)-butyric acid 
• 74720-06-2 (S)-3-(benzoylamino)butanoic acid 
• 113034-32-5 methyl ester of (S)-3-(benzoylamino)butanoic acid 
• 83509-88-0 (S)-3-benzyloxycarbonylaminobutyric acid 
• 142925-36-8 (S)-(+)-N-(3-phenylaminobutyryl)benzoic acid 
• 5303-65-1 (S)-ethyl 3-aminobutyrate 
• 166194-56-5 (S)-ethyl 3-((tert-butoxycarbonyl)amino)butanoate 

Relevant articles and documents

Simultaneous Preparation of (S)-2-Aminobutane and d -Alanine or d -Homoalanine via Biocatalytic Transamination at High Substrate Concentration

(S)-2-Aminobutane, d-alanine, and d-homoalanine are important intermediates for the production of various active pharmaceutical ingredients and food additives. The preparation of these small chiral amine or amino acids with high water solubility still demands searching for efficient methods. In this work, we identified an ω-transaminase (ω-TA) from Sinirhodobacter hungdaonensis (ShdTA) that catalyzed the kinetic resolution of racemic 2-aminobutane at a concentration of 800 mM using pyruvate as the amino acceptor, leading to the simultaneous isolation of enantiopure (S)-2-aminobutane and d-alanine in 46% and 90% yield, respectively. In addition, (S)-2-aminobutane (98% ee) and d-homoalanine (99% ee) were isolated in 45% and 93% yield, respectively, in the kinetic resolution of racemic 2-aminobutane at a concentration of 400 mM coupled with deamination of l-threonine by threonine deaminase. We thus developed a biocatalytic process for the practical synthesis of these valuable small chiral amine and d-amino acids.

Cyclombandakamines A1 and A2, Oxygen-Bridged Naphthylisoquinoline Dimers from a Congolese Ancistrocladus Liana

Cyclombandakamines A1 (1) and A2 (2), both with an unprecedented pyrane-cyclohexenone-dihydrofuran sequence and six stereocenters and two chiral axes, are the first oxygen-bridged dimeric naphthylisoquinoline alkaloids. They were isolated from the leaves of an as yet unidentified Congolese Ancistrocladus species. Their stereostructures were established by spectroscopic, chemical, and chiroptical methods in combination with DFT and TDDFT calculations. They apparently originate from a cascade of oxidative cyclization reactions of open-chain naphthylisoquinoline dimers and exhibit significant antiprotozoal activities.

METHOD FOR OBTAINING OPTICALLY PURE AMINO ACIDS

This invention relates to a method for obtaining optically pure amino acids, including optical resolution and optical conversion. This method significantly shortens the time taken for optical transformation, and enables the repeated use of an organic solution containing a enantioselective receptor, to thereby obtain optically pure amino acids in a simple and remarkably efficient manner, and to enable the very economical mass production of optically pure amino acids.