16503-46-1

Usage

Uses

Used in Pharmaceutical Industry:
2-bromo-4-phenylbutyric acid is used as an intermediate in the synthesis of pharmaceuticals for its potential antiviral and antimicrobial properties, making it a valuable compound for the development of new drugs.
Used in Agrochemical Industry:
2-bromo-4-phenylbutyric acid also serves as an intermediate in the production of agrochemicals, indicating its utility in developing substances for agricultural applications, such as pesticides or herbicides.
Used in Organic Chemistry Research:
2-bromo-4-phenylbutyric acid is used as a chiral building block for the synthesis of complex natural and non-natural products, highlighting its importance in advancing the field of organic chemistry and the creation of novel compounds.
Used in Material Science:
As a building block for the synthesis of new materials, 2-bromo-4-phenylbutyric acid contributes to the development of innovative materials with potential applications in various industries, including electronics, plastics, and more.

InChI:InChI=1/C10H11BrO2/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)

Upstream product

• 959055-65-3 bromo-phenethyl-malonic acid 
• 1012-05-1 D,L-homophenylalanine 
• 1821-12-1 4-Phenylbutyric acid 
• 6628-68-8 ethyl 2-(ethoxycarbonyl)-4-phenylbutanoate 
• 103-63-9 1-phenyl-2-bromoethane 
• 3709-21-5 2-phenylethylmalonic acid 

Downstream Products

• 82586-61-6 ethyl 2-bromo-4-phenylbutanoate 
• 1012-05-1 D,L-homophenylalanine 
• 857780-56-4 2-cyclohexylamino-4-phenyl-butyric acid 
• 80162-28-3 2-(methylamino)-4-phenylbutanoic acid 
• 205748-21-6 (R,S)-4-Phenyl-2-bromobutanoic acid (R)-pantolactone ester 
• 149603-96-3 2-Acetylsulfanyl-4-phenyl-butyric acid 
• 479350-68-0 (S,S)-N-methylpseudoephedrine 2-bromo-4-phenylbutanoate 
• 5440-40-4 2-(acetylamino)-4-phenylbutanoic acid 
• 943-73-7 D-homophenylalanine 
• 82717-96-2 [1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine 
• 89371-42-6 (2S)-2-amino>propionic acid 
• 117560-14-2 N-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-alanine tert-butyl ester 
• 82717-95-1 Benzyl (2S)-2-amino>propionate 
• 89396-94-1 Imidapril hydrochloride 

Relevant academic research and scientific papers

Enantioconvergent Cu-Catalyzed Radical C-N Coupling of Racemic Secondary Alkyl Halides to Access α-Chiral Primary Amines

α-Chiral alkyl primary amines are virtually universal synthetic precursors for all other α-chiral N-containing compounds ubiquitous in biological, pharmaceutical, and material sciences. The enantioselective amination of common alkyl halides with ammonia is appealing for potential rapid access to α-chiral primary amines, but has hitherto remained rare due to the multifaceted difficulties in using ammonia and the underdeveloped C(sp3)-N coupling. Here we demonstrate sulfoximines as excellent ammonia surrogates for enantioconvergent radical C-N coupling with diverse racemic secondary alkyl halides (>60 examples) by copper catalysis under mild thermal conditions. The reaction efficiently provides highly enantioenrichedN-alkyl sulfoximines (up to 99% yield and >99% ee) featuring secondary benzyl, propargyl, α-carbonyl alkyl, and α-cyano alkyl stereocenters. In addition, we have converted the masked α-chiral primary amines thus obtained to various synthetic building blocks, ligands, and drugs possessing α-chiral N-functionalities, such as carbamate, carboxylamide, secondary and tertiary amine, and oxazoline, with commonly seen α-substitution patterns. These results shine light on the potential of enantioconvergent radical cross-coupling as a general chiral carbon-heteroatom formation strategy.

Intermolecular sp3-C-H Amination for the Synthesis of Saturated Azacycles

The preparation of substituted azetidines and larger ring, nitrogen-containing saturated heterocycles is enabled through efficient and selective intermolecular sp3-C-H amination of alkyl bromide derivatives. A range of substrates are demonstrated to undergo C-H amination and subsequent sulfamate alkylation in good to excellent yield. N-Phenoxysulfonyl-protected products can be unmasked under neutral or mild basic conditions to yield the corresponding cyclic secondary amines. The preparative convenience of this protocol is demonstrated through gram-scale and telescoped multistep procedures. Application of this technology is highlighted in a nine-step total synthesis of an unusual azetidine-containing natural product, penaresidin B.

Mercaptoacyl matrix metalloproteinase inhibitors: The effect of substitution at the mercaptoacyl moiety

The in vitro potency of orally-active mercaptoacyl matrix metalloproteinase inhibitors is increased by the introduction of appropriate substitutents on the mercaptoacyl moiety.