42990-55-6

Usage

Chemical Properties

Yellowish Oil

InChI:InChI=1/C19H13Br/c20-19(14-8-2-1-3-9-14)17-12-6-4-10-15(17)16-11-5-7-13-18(16)19/h1-13H

Upstream product

• 673-06-3 D-(R)-phenylalanine 
• 16503-53-0 2-bromo-3-phenylpropanoic acid 
• 63-91-2 L-phenylalanine 
• 497865-70-0 (S)-2-(4-chlorobenzenesulfonyloxy)-3-phenylpropionic acid 
• 497865-72-2 lithium (R)-2-bromo-3-phenylpropionate 
• 604809-02-1 (R)-2-bromo-3-phenylpropionic acid cyclohexylamine salt 
• 497865-83-5 (R)-2-bromo-3-phenylpropionic acid dicyclohexylamine salt 
• 497865-77-7 (R)-2-bromo-3-phenylpropionic acid L-phenylalanine methyl ester salt 
• 497865-79-9 (R)-2-bromo-3-phenylpropionic acid L-phenylalanine ethyl ester salt 
• 497865-81-3 (R)-2-bromo-3-phenylpropionic acid D-phenylalaninamide salt 
• 5241-58-7 D-Phenylalaninamide 
• 203124-97-4 (S)-2-methanesulfonyloxy-3-phenylpropionic acid 
• 673-06-3 D-β-Phenyl-α-alanine 
• 507-09-5 tiolacetic acid 

Downstream Products

• 54837-25-1 N-benzyloxy-D-phenylalanine 
• 1202-31-9 (S)-2-hydrazinyl-3-phenylpropanoic acid 
• 117088-15-0 Fmoc-Tyr-D-Lys-GlyψPhe-Leu-OH 
• 117143-88-1 cyclo(GlyψPhe)3 
• 118743-72-9 (S)-2-(2-aminoethylthio)-3-phenylpropionic acid 
• 76932-17-7 (S)-2-acetylthio-3-phenylpropanoic acid 
• 714191-99-8 (S)-2-((S)-1-Carboxy-2-phenyl-ethylsulfanyl)-3-phenyl-propionic acid 
• 150379-93-4 (4S,7S,12bR)-7-((R)-2-Bromo-3-phenyl-propionylamino)-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid benzhydryl ester 
• 106163-49-9 N-<2-(R)-bromo-3-phenylpropionyl>-L-proline 
• 56985-04-7 C₁₇H₁₇NO₅ 
• 73136-26-2 (R)-2-bromo-3-phenylpropionic acid methyl ester 
• 224631-27-0 methyl -6-<(2-bromo-1-oxo-3-phenylpropyl)amino>-4,5,6,7-tetrahydro-2-methyl-5-oxo-1,4-thiazepine-3-carboxylate 
• 497865-77-7 (R)-2-bromo-3-phenylpropionic acid L-phenylalanine methyl ester salt 
• 84800-12-4 (R)-2-mercapto-3-phenylpropanoic acid 

Relevant academic research and scientific papers

Efficient synthesis of 5-(hydroxymethyl)piperazin-2-ones using automatically prepared chiral bromocarboxylic acid and Garner's aldehyde as versatile building blocks

An efficient method for the synthesis of substituted 5-(hydroxymethyl)piperazin-2-ones was established by using an automated synthesis process. Thirteen piperazinones were synthesized from chiral α-bromocarboxylic acids and Garner's aldehyde which were prepared by using our originally developed automated synthesizer, ChemKonzert. The automated method of synthesizing chiral α-bromocarboxylic acids was efficient and safe because the rate of the dropwise addition of the reagent can be controlled using the automated synthesizer. This method is expected to contribute to the synthesis of pharmaceuticals.

Direct synthesis of α-thio aromatic acids from aromatic amino acids

Modified amino acids are useful synthetic components in both chemistry and biology. Here we describe a simple, scalable two-step procedure to generate α-thio aromatic acids from aromatic amino acids with yields of up to 96%. Diazotization and α-lactone me

Benzoxazinone-containing 3,5-dimethylisoxazole derivatives as BET bromodomain inhibitors for treatment of castration-resistant prostate cancer

The bromodomain and extra-terminal proteins (BET) have emerged as promising therapeutic targets for the treatment of castration-resistant prostate cancer (CRPC). We report the design, synthesis and evaluation of a new series of benzoxazinone-containing 3,5-dimethylisoxazole derivatives as selective BET inhibitors. One of the new compounds, (R)-12 (Y02234), binds to BRD4(1) with a Kd value of 110 nM and blocks bromodomain and acetyl lysine interactions with an IC50 value of 100 nM. It also exhibits selectivity for BET over non-BET bromodomain proteins and demonstrates reasonable anti-proliferation and colony formation inhibition effect in prostate cancer cell lines such as 22Rv1 and C4-2B. The BRD4 inhibitor (R)-12 also significantly suppresses the expression of ERG, Myc and AR target gene PSA at the mRNA level in prostate cancer cells. Treatment with (R)-12 significantly suppresses the tumor growth of prostate cancer (TGI = 70%) in a 22Rv1-derived xenograft model. These data suggest that compound (R)-12 is a promising lead compound for the development of a new class of therapeutics for the treatment of CRPC.

Substituted α-mercaptoketones, new types of specific neprilysin inhibitors

New neprilysin inhibitors containing an α-mercaptoketone HSC(R1R2)CO group, as zinc ligand were designed. Two parameters were explored for potency optimization: the size of the inhibitor which could interact with the S1, S

MIXED INHIBITORS OF AMINOPEPTIDASE N AND NEPRILYSIN

Mixed inhibitors of aminopeptidase N and neprilysin are disclosed. Pharmaceutical compositions containing at least one of these compounds, used alone or in combination with morphine and derivatives thereof, endocannabinoids and inhibitors of endocannabinoid metabolism, GABA derivatives such as gabapentin or pregabalin, duloxetine or methadone, can be used as an analgesic, anxiolytic, antidepressant or anti-inflammatory.

Enantioselective protonation of α-hetero carboxylic acid-derived ketene disilyl acetals under chiral ionic Bronsted acid catalysis

Highly enantioselective protonation of α-halo and alkoxy carboxylic acid-derived ketene disilyl acetals is achieved by using P-spiro chiral diaminodioxaphosphonium barfate as a Bronsted acid catalyst, where the enantiofacial discrimination by the catalyst mainly stems from the recognition of the electronic difference between two substituents on the ketene disilyl acetal.

Triazolium Carbene Catalysts and Stereoselective Bond Forming Reactions Thereof

Provided herein are triazolium carbine catalysts useful for asymmetric hydration, fluorination, and deuteration, and processes for their preparation. Also provided are synthetic reactions in which these catalysts are used, in particular, in stereoselective formation of carbon-chlorine, carbon-hydrogen, carbon-fluorine, and carbon-deuterium bonds.

PROCESS FOR PREPARING (R)-2-BROMO-3-PHENYL-PROPIONIC ACID

It is described a process for preparing (R)-2-bromo-3-phenyl-propionic acid starting from (D)-phenyl-alanine, sodium nitrite and concentrated hydrobromic acid in a mixture of an aqueous solvent and a solvent selected from the group consisting of halogenat

Crystallization-induced chiral inversion as the key step for synthesis of (S)-2-acetylthio-3-phenylpropanoic acid from L-phenylalanine

(Chemical Equation Presented) A novel crystallization-induced chiral inversion of (S)-2-bromo-3-phenylpropanoic acid to its (R)-enantiomer with excellent enantiomeric excess (96-99%) is achieved. Optically pure (S)-2-acetylthio-3-phenylpropanoic acid can

Ethane-1,2-diaminium bis[(2R)-2-bromo-3-phenylpropanoate], processes for its preparation and its use

The present invention relates to ethane-1,2-diaminium bis[(2R)-2-bromo-3-phenyl-propanoate], the preparation of ethane-1,2-diaminium bis[(2R)-2-bromo-3-phenyl-propanoate] from (2R)-2-bromo-3-phenylpropionic acid and ethylenediamine in 2-propanol, and the use of ethane-1,2-diaminium bis[(2R)-2-bromo-3-phenyl-propanoate] for the preparation of ACE/NEP inhibitors.