65090-78-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-3-methoxypropionic acid is used as a synthetic intermediate for the production of various pharmaceuticals, leveraging its reactivity to facilitate the creation of new drug molecules.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Bromo-3-methoxypropionic acid is utilized as a precursor in the synthesis of agrochemicals, contributing to the development of effective crop protection agents.
Used as a Reagent in Organic Synthesis:
2-Bromo-3-methoxypropionic acid is employed as a reagent in the preparation of carboxylic acid derivatives, which are essential in the synthesis of complex organic molecules.
Used in Medicinal Chemistry and Drug Discovery:
2-Bromo-3-methoxypropionic acid is used as a key component in medicinal chemistry for its potential anti-inflammatory and anticancer properties, aiding in the discovery and development of novel therapeutic agents.
Used in Research and Development:
2-Bromo-3-methoxypropionic acid is utilized in research settings to explore its chemical properties and potential applications, furthering the understanding of its role in chemical reactions and its implications in various fields.

InChI:InChI=1/C4H7BrO3/c1-8-2-3(5)4(6)7/h3H,2H2,1H3,(H,6,7)

Upstream product

• 10443-65-9 2-bromo-2-propenoic acid 
• 124-41-4 sodium methylate 
• 27704-96-7 methyl 2-bromo-3-methoxypropionate 
• 3674-13-3 2,3-dibromopropionic acid ethyl ester 
• 67-56-1 methanol 
• 1729-67-5 Methyl 2,3-dibromopropionate 

Downstream Products

• 19794-53-7 3-methoxy-2-aminopropionic acid 
• 705283-58-5 N-benzyl-2-bromo-3-methoxypropionamide 
• 126135-45-3 2-(2-isopropenyl-5-methylphenoxy)-3-methoxypropanoic acid 

Relevant academic research and scientific papers

Tailored Synthesis of Skeletally Diverse Stemona Alkaloids through Chemoselective Dyotropic Rearrangements of β-Lactones

The collective synthesis of skeletally diverse Stemona alkaloids featuring tailored dyotropic rearrangements of β-lactones as key elements is described. Specifically, three typical 5/7/5 tricyclic skeletons associated with stemoamide, tuberostemospiroline and parvistemonine were first accessed through chemoselective dyotropic rearrangements of β-lactones involving alkyl, hydrogen, and aryl migration, respectively. By the rational manipulation of substrate structures and reaction conditions, these dyotropic rearrangements proceeded with excellent efficiency, good chemoselectivity and high stereospecificity. Furthermore, several polycyclic Stemona alkaloids, including saxorumamide, isosaxorumamide, stemonine and bisdehydroneostemoninine, were obtained from the aforementioned tricyclic skeletons through late-stage derivatizations. A novel visible-light photoredox-catalyzed formal [3+2] cycloaddition was also developed, which offers a valuable tool for accessing oxaspirobutenolide and related scaffolds.

NOVEL PROCESS FOR THE PREPARATION OF AMINO ACID DERIVATIVES

The present patent application relates to an alternative process for the preparation of amino derivatives. In particular, the present application relates to an improved process for the manufacture of Lacosamide (LCM), (R)-2-acetamido-N-benzyl-3-methoxypropion-amide, which is useful as an anticonvulsive drug. In a particular aspect, the present invention relates to a process of manufacture of optically enriched (R)-2-acetamido-N-benzyl-3-methoxypropion-amide (I) comprising resolution of 2-acetamido-N-benzyl-3-methoxypropion-amide (II).

N-Substituted amino acid N′-benzylamides: Synthesis, anticonvulsant, and metabolic activities

Amino acid amides (AAA) were prepared and evaluated in seizure models. The AAA displayed moderate-to-excellent activity in the maximal electroshock seizure (MES) test and were devoid of activity in the subcutaneous Metrazol-induced (scMet) seizure test. The AAA anticonvulsant activity was neither strongly influenced by the C(2) substituent nor by the degree of terminal amine substitution. An in vitro metabolism study suggested that the structure-activity relationship pattern was due, in part, to metabolic processes that occurred at the N-terminal amine unit.

QUINOLIN-, ISOQUINOLIN-, AND QUINAZOLIN-OXYALKYLAMIDES AND THEIR USE AS FUNGICIDES

Fungicidal compounds of the general formula (1) wherein one of X and Y is N or N-oxide and the other is CR or both of X and Y are N.

N-ALKYNYL-2- (SUBSTITUTED PHENOXY) ALKYLAMIDES AND THEIR USE AS FUNGICIDES

Fungicidal compounds of the general formula (1) wherein X, Y, Z, R1, R2, R3, R4 and R5 have the definitions given in claim 1.

N-ALKYNYL-2-HETEROARYLOXYALKYLAMIDES FOR USE AS FUNGICIDES

Compounds of the general formula (I) are useful as fungicides wherein Het is a 5- or 6- linked group of the formula (a) or (b), and the variables are as defined in the claims.

Structure-Function Relationship of Acyl Amino Acid Surfactants: Surface Activity and Antimicrobial Properties

Amino acid surfactants (AAS), having the general structure α-amino-(N-acyl)-β-alkoxypropionate, were synthesized chemically.Surface activity and antimicrobial properties of the AAS were evaluated.Increases in acyl chain length (i.e., C10-C14) resulted in a linear reduction in surface tension (i.e., 43-36 mN*m-1), as well as dramatic decreases in critical micelle concentrations (cmc) (i.e., 17.9-0.43 mM).Strong correlations existed between the cmc of AAS and their minimal inhibitory concentrations (mic) against Escherichia coli, Pseudomonas aeruginosa, Aspergillus niger, and Saccharomyces cerevisiae.Sensitivity of the microorganisms to the various AAS followed the order Staphylococcus aureus > A. niger= S. cerevisiae> E. coli> P. aeruginosa.In comparison with methyl p-hydroxybenzoate, AAS (MN14) showed 2-8, 64, and 4-8 times the activity against Gram-negative bacteria, Gram-positive bacteria, and fungi, respectively.Surface adsorption and/or bifunctional binding to the cell membrane may account for AAS action on microorganisms.