119771-23-2

Usage

Uses

Used in Organic Chemistry Research:
(S)-3-(4-boronophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid is used as a research compound for exploring its chemical properties and potential reactions within the field of organic chemistry. The presence of the boronophenyl group may allow for unique interactions and transformations that could be of interest to chemists.
Used in Medicinal Chemistry:
In the pharmaceutical industry, (S)-3-(4-boronophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid is used as a potential lead compound for drug development. Its structural components, including the boron atom and the amino acid backbone, may offer opportunities for the design of new therapeutic agents, particularly if its chemical properties can be harnessed to modulate biological targets.
Used in Chemical Synthesis:
(S)-3-(4-boronophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid is used as an intermediate in the synthesis of more complex molecules. Its unique structure may serve as a building block in the creation of novel compounds with specific applications in various industries, such as materials science or pharmaceuticals.

Upstream product

• 220587-29-1 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate 
• 688-74-4 boric acid tributyl ester 
• 103882-09-3 N-Boc-4-I-Phe-OH 
• 24424-99-5 di-tert-butyl dicarbonate 
• 7732-18-5 water 
• 76410-58-7 p-borono-L-phenylalanine 

Downstream Products

• 554418-91-6 (2S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(3-oxo-2(3H)-isoquinolinyl)phenyl]propionic acid 
• 1033804-86-2 (S)-3-[4-(2-amino-6-chloropyrimidin-4-yl)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoic acid 
• 224824-22-0 (S)-(4-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)phenyl)boronic acid 
• 1246210-45-6 {4-[(2S)-2-[(tert-butoxycarbonyl) amino]-3-(dimethylamino)-3-oxopropyl]phenyl}boronic acid 
• 401906-13-6 (2S)-2-(t-butoxycarbonylamino)-3-[4-(1-methyluracil-3-yl)phenyl] propionic acid 
• 862854-52-2 2-tert-butoxycarbonylamino-3-[4-(5-methoxy-2-methyl-3-oxo-2,3-dihydro-pyridazin-4-yl)-phenyl]-propionic acid 
• 850316-61-9 tert-butyl [(1S)-2-((1S)-2-amino-1-[4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)benzyl]-2-oxoethylamino)-1-benzyl-2-oxoethyl]carbamate 
• 850315-11-6 N-(tert-butoxycarbonyl)-L-phenylalanyl-4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)-L-phenylalaninamide 
• 850322-13-3 tert-butyl (1S)-2-amino-1-[4-(2-tert-butyl-1,1-dioxido-3-oxo-2,3-dihydroisothiazol-5-yl)benzyl]-2-oxoethylcarbamate 
• 910606-99-4 3-[4-(2-tert-butyl-1,1,3-trioxo-1λ⁶-isothiazolidin-5-yl)-phenyl]-2-{2-[2-(4-methoxy-phenyl)-acetylamino]-3-phenyl-propionylamino}-N-pentyl-propionamide 
• 910606-98-3 3-[4-(2-tert-butyl-1,1,3-trioxo-1λ⁶-isothiazolidin-5-yl)-phenyl]-2-{2-[2-(4-methoxy-phenyl)-acetylamino]-3-phenyl-propionylamino}-N-pentyl-propionamide 
• 850315-77-4 (2S)-3-[4-(2-tert-butyl-1,1,3-trioxo-2,3-dihydroisothiazol-5-yl)phenyl]-2-[((2S)-2-{[(4-methoxyphenyl)acetyl]amino}-3-phenylpropanoyl)amino]-N-pentylpropanamide 
• 910606-93-8 (2S)-3-[4-(2-tert-butyl-1,1,3-trioxo-2,3-dihydroisothiazol-4-yl)phenyl]-2-[((2S)-2-{[(4-methoxyphenyl)acetyl]amino}-3-phenylpropanoyl)amino]-N-pentylpropanamide 

Relevant academic research and scientific papers

METHOD FOR PREPARING L-BPA

Provided is a method for preparing L-BPA, which includes steps of: reacting N-protected (S)-4-halophenylalanine of Formula I, a boronating agent, Grignard reagent and bis(2-methylaminoethyl)ether to obtain a reaction mixture, wherein the reaction mixture comprises N-protected (S)-4-boronophenylalanine of Formula II and the R2 group represents a protecting group; isolating the N-protected (S)-4-boronophenylalanine from the reaction mixture; and deprotecting the R2 group of the N-protected (S)-4-boronophenylalanine to obtain L-BPA, wherein the L-BPA has a structure of Formula III.

Process for preparing 4-Borono-L-Phenylalanine

Provided is a process for preparing 4-borono-L-phenylalanine, which has steps of: reacting N-protected (S)-4-halophenylalanine of formula (I), a boronating agent and an organolithium to obtain a reaction mixture, wherein the reaction mixture comprises the N-protected (S)-4-boronophenylalanine of formula (II) and the R group represents a protection group; isolating the N-protected (S)-4-boronophenylalanine from the reaction mixture; deprotecting the R group of the N-protected (S)-4-boronophenylalanine to obtain L-BPA.

A universal procedure for the [18F]trifluoromethylation of aryl iodides and aryl boronic acids with highly improved specific activity

Herein we describe a valuable method for the introduction of the [18F]CF3 group into arenes with highly improved specific activity by the reaction of [18F]trifluoromethane with aryl iodides or aryl boronic acids. This [su

PROCESS FOR THE PREPARATION OF SUBSTITUTED PHENYLALANINES

Intermediates and synthetic processes for the preparation of substituted phenylalanine-based compounds (e.g., of Formula I) are disclosed:

SUBSTITUTED HETEROCYCLIC COMPOUNDS

The present invention relates to substituted heterocyclic compounds of Formula I or XI: or pharmaceutically acceptable salts or N-oxides or quaternary ammonium salts thereof wherein constituent members are provided hereinwith, as well as their compositions and methods of use, which are histamine II4 receptor inhibitors useful in the treatment of histamine II4 receptor-associated conditions or diseases or disorders including, for example, inflammatory diseases or disorders, pruritus, and pain.

METHODS OF PREPARING 4-PHENYL-6-(2,2,2-TRIFLUORO-1-PHENYLETHOXY)PYRIMIDINE-BASED COMPOUNDS

Methods useful for preparing compounds of formula I: and salts thereof are disclosed. Also disclosed are intermediates useful in the preparation of such compounds.

SOLID FORMS OF (S)-ETHYL 2-AMINO-3-(4-(2-AMINO-6-((R)-1-(4-CHLORO-2-(3-METHYL-1H-PYRAZOL-1-YL)PHENYL)-2,2,2-TRIFLUOROETHOXY)-PYRIMIDIN-4-YL)PHENYL)PROPANOATE AND METHODS OF THEIR USE

Solid forms of (S)-ethyl 2-amino-3-(4-(2-amino-6-((R)-1-(4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)phenyl)propanoate and salts thereof are disclosed.

Process for the preparation of substituted phenylalanines

Intermediates and synthetic processes for the preparation of substituted phenylalanine-based compounds (e.g., of Formula I) are disclosed:

SOLID FORMS OF (S)-2-AMINO-3-(4-(2-AMINO-6-((R)-2,2,2-TRIFLUORO-1-(3'-METHOXYBIPHENYL- 4-YL)ETHOXY)PYRIMIDIN-4-YL)PHENYL) PROPANOIC ACID AND METHODS OF THEIR USE

Solid forms of (S)-2-amino-3-(4-(2-amino-6-((R)-2,2,2-trifluoro-1-(3'-methoxybiphenyl-4-yl)ethoxy)pyrimidin-4-yl)phenyl)propanoic acid and salts thereof are disclosed

A practical method for the synthesis of enantiomerically pure 4-borono- L-phenylalanine

Enantiomerically pure L-BPA (4-borono-L-phenylalanine) was synthesized from L-tyrosine or 4-iodo-L-phenylalanine derivatives using the palladium- catalyzed cross-coupling reaction of pinacolborane (2,3-dimethyl-2,3- butanediolatoboron). Cbz-Tyr(Nf)-OBzl (2b) underwent the cross-coupling reaction with pinacolborane (1) in the presence of [PdCl2(PPh3)2] catalyst to give N-benzyloxycarbonyl-4-(2,3-dimethyl-2,3-butanediolatoboryl)-L- phenylalanine benzyl ester (3a) in 58% yield. The reaction of the 4-iodo-L- phenylalanine derivatives, such as N-benzyloxycarbonyl-4-iodo-L-phenylalanine benzyl ester (2c), N,N-dibenzyl-4-iodo-L-phenylalanine benzyl ester (2d), (4S)-3-benzyloxycarbonyl-4-(4-iodobenzyl)-5-oxazolidinone (2e), and (4S)-3-t- butyloxycarbonyl-4-(4-iodobenzyl)-5-oxazolidinone (2f), with 1 proceeded very smoothly in the presence of [PdCl2(dppf)] catalyst, giving N- benzyloxycarbonyl-4-(2,3-dimethyl-2,3-butanediolatoboryl)-L-phenylalanine benzyl ester (3a), N,N-dibenzyl-4-(2,3-dimethyl-2,3-butanediolatoboryl)-L- phenylalanine benzyl ester (3b), (4S)-3-benzyloxycarbonyl-4-[4-(2,3-dimethyl- 2,3-butanediolatoboryl)benzyl]-5-oxazolidinone (3c), and (4S)-3- butyloxycarbonyl-4-[4(2,3-dimethyl-2,3-butanediolatoboryl)benzyl]-5- oxazolidinone (3d), respectively, in high yields. Deprotection of 3a-d gave enantiomerically pure L-BPA in high total yields.