119397-06-7

Basic information

• Product Name: 2-AMino-2-(4-broMophenyl)acetic acid
• Synonyms: 4-BroMo-DL-phenylglycine, 95%
• CAS NO: 119397-06-7
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.05862
• Mol File: 119397-06-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 273-274℃
• Appearance: /
• CAS DataBase Reference: 2-AMino-2-(4-broMophenyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMino-2-(4-broMophenyl)acetic acid(119397-06-7)
• EPA Substance Registry System: 2-AMino-2-(4-broMophenyl)acetic acid(119397-06-7)

Safety Data

• Hazardous Substances Data: 119397-06-7(Hazardous Substances Data)

Usage

General Description

2-Amino-2-(4-bromophenyl)acetic acid is a compound with the chemical formula C8H9BrNO2. It is an amino acid derivative that contains a bromine atom attached to a phenyl ring. 2-AMino-2-(4-broMophenyl)acetic acid is used in the synthesis of pharmaceuticals and organic compounds, and it exhibits pharmacological activities, such as acting as an inhibitor of the enzyme aspartate aminotransferase. It is also used in the treatment of conditions such as hypertension, heart failure, and chronic kidney disease. Additionally, it has been studied for its potential use in the treatment of various neurological and psychiatric disorders.

Upstream product

• 2835-06-5 phenylglycin 
• 60079-77-8 1-bromo-4-(1-bromo-1-methoxycarbonyl)toluene 
• 773837-37-9 sodium cyanide 
• 1122-91-4 4-bromo-benzaldehyde 
• 32549-34-1 1-(4-Bromophenyl)imidazolidine-2,4-dione 
• 7099-87-8 4-bromophenylglyoxylic acid 
• 6940-50-7 4-bromo-DL-mandelic acid 
• 67-66-3 chloroform 
• 2039-82-9 1-bromo-4-ethenyl-benzene 

Downstream Products

• 42718-15-0 methyl 2-amino-2-(4-bromophenyl)acetate 
• 917925-71-4 2-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)acetic acid 
• 42718-20-7 methyl 2-amino-2-(4-bromophenyl)acetate hydrochloride 
• 1312542-38-3 methyl 6-bromo-(1H)-isoindolin-1-one-3-carboxylate 
• 1452588-95-2 methyl 2-isocyano-2-(4-bromophenyl)acetate 
• 201403-02-3 (+/-)-2-amino-2-(4-bromophenyl)ethanol 
• 709665-73-6 methyl 2-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)acetate 

Relevant articles and documents

Chemistry of unprotected amino acids in aqueous solution: Direct bromination of aromatic amino acids with bromoisocyanuric acid sodium salt under strong acidic condition

Brominations of unprotected aromatic amino acids such as phenylalanine, tyrosine, and glycine, with bromoisocyanuric acid mono sodium salt (BICA-Na) were conducted in 60% aq. H2SO4 at 0°C to give a mixture of mono-brominated products in good yield. Unexpectedly, meta-bromophenylglycine was obtained as main product accompanied by ortho- and para-substituted products, while phenylalanine gave only ortho- and para-substituted products. Bromination of 2-phenylethylamine or benzylamine showed a tendency similar to the corresponding amino acids.

Preparation method for D, L-phenylglycine and analogue thereof

The invention provides a preparation method for D, L-phenylglycine and an analogue thereof. According to the method, benzaldehyde, an analogue thereof and hydrocyanic acid are adopted as raw materials and subjected to cyanidation reaction, and then 2-hydroxy-benzyl cyanide or 2-hydroxy-benzyl cyanide analogue (cyanohydrin for short) is generated. Cyanohydrin reacts with carbon dioxide and the aqueous solution of ammonia, and then 5-phenyl-hydantoin and an analogue thereof (hydantoin for short) are generated. hydantoin is successively subjected to steam stripping, alkaline hydrolysis, steam stripping, decolorization, neutralization, crystallization, washing, centrifuging, drying and the like to obtain D, L-phenylglycine and the analogue thereof. Compared with the prior art, the preparation method for D, L-phenylglycine and the analogue thereof can significantly and effectively reduce the pollution, and fewer inorganic salt by-products are generated. Meanwhile, the prepared D, L-phenylglycine and the analogue thereof are high in product yield and high in purity. Counted in benzaldehyde and the analogue thereof, the yield of D, L-phenylglycine and the analogue thereof is larger than or equal to 96%, and the product purity is larger than or equal to 99%. Meanwhile, the process flow is simple and feasible, so that the method is worthy of market popularization and application.

Efficient access to (1H)-isoindolin-1-one-3-carboxylic acid derivatives by orthopalladation and carbonylation of methyl arylglycinate substrates

The orthopalladation of methyl arylglycinate derivatives has been studied. The reaction proceeds efficiently for different electron-withdrawing and electron-releasing substituents at the aryl ring. The carbonylation of the orthopalladated complexes affords, in a single step, substituted (1H)-isoindolin-1-one-3-carboxylates. These compounds constitute valuable synthetic intermediates and can be transformed diastereoselectively into octahydroisoindole-1-carboxylic acid derivatives, an important scaffold in the synthesis of many biologically active compounds.