204191-43-5

Basic information

• Product Name: DL-3-T-BUTYL-BETA-ALANINE
• Synonyms: Pentanoic acid, 3-amino-4,4-dimethyl-;2-(Aminomethyl)-3,3-dimethylbutanoic acid;(R,S)-3-t-Butyl--alanine
• CAS NO: 204191-43-5
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 145.20
• Mol File: 204191-43-5.mol

Chemical Properties

• Boiling Point: 241.6 °C at 760 mmHg
• Flash Point: 99.9 °C
• Appearance: /
• Density: 1.017 g/cm³
• Vapor Pressure: 0.0118mmHg at 25°C
• Refractive Index: 1.465
• PKA: 3.81±0.10(Predicted)
• CAS DataBase Reference: DL-3-T-BUTYL-BETA-ALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: DL-3-T-BUTYL-BETA-ALANINE(204191-43-5)
• EPA Substance Registry System: DL-3-T-BUTYL-BETA-ALANINE(204191-43-5)

Safety Data

• Hazardous Substances Data: 204191-43-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
DL-3-T-BUTYL-BETA-ALANINE is used as a building block for the synthesis of pharmaceuticals and organic compounds, contributing to the development of new drugs and chemical entities.
Used in Medicinal Applications:
In the medical field, DL-3-T-BUTYL-BETA-ALANINE is used as a potential therapeutic agent for neurological disorders, leveraging its properties to address specific conditions and improve patient outcomes.
Used as an Anti-Inflammatory Agent:
DL-3-T-BUTYL-BETA-ALANINE is also being studied for its potential as an anti-inflammatory agent, suggesting a role in reducing inflammation and associated symptoms.
Used in Exercise Performance and Muscle Recovery:
In the sports and fitness industry, DL-3-T-BUTYL-BETA-ALANINE is used to improve exercise performance and support muscle recovery, making it a valuable supplement for athletes and fitness enthusiasts seeking to enhance their physical capabilities and training results.

InChI:InChI=1/C7H15NO2/c1-7(2,3)5(8)4-6(9)10/h5H,4,8H2,1-3H3,(H,9,10)

Upstream product

• 141-82-2 malonic acid 
• 630-19-3 pivalaldehyde 
• 185244-02-4 N-[2,2-Dimethyl-1-(toluene-4-sulfonyl)-propyl]-formamide 

Downstream Products

• 856417-59-9 3-((tert-butoxycarbonyl)amino)-4,4-dimethylpentanoic acid 
• 367278-48-6 (S)‐3‐amino‐4,4‐dimethylpentanoic acid 
• 367278-49-7 (3R)-3-amino-4,4-dimethylpentanoic acid 
• 874656-86-7 4-tert-butyl-2-phenyl-4,5-dihydro-[1,3]oxazin-6-one 
• 874656-81-2 3-benzamido-3-(tert-butyl)propanoic acid 

Relevant articles and documents

Spectroscopic Characterization of a Reactive [Cu2(μ-OH)2]2+ Intermediate in Cu/TEMPO Catalyzed Aerobic Alcohol Oxidation Reaction

CuI/TEMPO (TEMPO=2,2,6,6-tetramethylpiperidinyloxyl) catalyst systems are versatile catalysts for aerobic alcohol oxidation reactions to selectively yield aldehydes. However, several aspects of the mechanism are yet unresolved, mainly because o

Sequential ruthenium catalysis for olefin isomerization and oxidation: Application to the synthesis of unusual amino acids

How can you use a ruthenium isomerization catalyst twice? A ruthenium-catalyzed sequence for the formal two-carbon scission of allyl groups to carboxylic acids has been developed. The reaction includes an initial isomerization step using commercially available ruthenium catalysts followed by in situ transformation of the complex to a metal-oxo species, which is capable of catalyzing subsequent oxidation reactions. The method enables enantioselective syntheses of challenging α-tri- and tetrasubstituted α-amino acids including an expedient total synthesis of the antiepileptic drug levetiracetam.

Development of a commercial process for (S)-β-phenylalanine (1)

The development of a commercial manufacturing route for (S)-β-phenylalanine 8, a key pharmaceutical building block, is described. The different approaches which were investigated, based on catalytic asymmetric hydrogenation of enamide intermediates and on biocatalysis using acylase and lipase hydrolyses, are compared. The lipase resolution route was chosen for scale-up, and the final two-step process, based on readily available raw materials, is shown to be robust at full manufacturing scale

Enantiopure β3-neopentylglycine: synthesis and resolution

A procedure has been developed for the large scale synthesis of enantiopure β3-neopentylglycine and its Cbz-protected derivative. The synthetic route developed in our laboratory features Cbz-protection of the racemic β-amino acid followed by resolution with l-norephedrine and provides the enantiomerically pure Cbz-β-neopentylglycine in good yield and excellent enantiopurity. No toxic or dangerous chemicals are used, allowing the scale-up of this procedure without major safety concerns.

A new synthesis of β-amino acids by use of ketene diethyl acetal as enolate equivalent

Reaction of phenylsulfonyl formamides, readily available in a single step from an aromatic aldehyde and sodium phenylsulfinate, with ketene diethyl acetal under basic conditions gives N-formyl β-amino acid esters in good yield, which can be kinetically resolved with a lipase.

Kinetic resolution of oxazinones: An organocatalytic approach to enantiomerically pure β-amino acids

(Chemical Equation Presented) A profitable split: An organocatalytic resolution converts readily available racemic oxazinones 1 into valuable enantiomerically pure β-amino acid derivatives 2 (> 99% ee of the remaining 1 at 53% conversion; 88% ee of the ester 2). This catalytic ring-opening reaction requires as little as 1 mol% of the modular and readily accessible thiourea organocatalyst 3.

A simple synthesis of β-alkyl-substituted β-amino acids

By the condensation of branched-chain aliphatic or alicyclic aldehydes with malonic acid in the presence of ammonium acetate, β-alkyl-substituted β-amino acids were prepared.