159191-56-7

Basic information

• Product Name: 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID
• Synonyms: 4-(T-BUTYL DIMETHYLSILOXY) PHENYL BORONIC ACID;4-(TERT-BUTYL DIMETHYLSILOXY)PHENYL BORONIC ACID;4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID;4-(TERT-BUTYLDIMETHYLSILYOXY)PHENYLBORONIC ACID;AKOS BRN-0412;4-(TERT-BUTYLDIMETHYLSILYOXY)PHENYLBORON;4-(tert-Butyldimethylsilyloxy)benzeneboronic acid;4-(tert-ButyldiMethylsilyloxy)phenylboronic Acid (contains varying aMounts of Anhydride)
• CAS NO: 159191-56-7
• Molecular Formula: C₁₂H₂₁BO₃Si
• Molecular Weight: 252.19
• Product Categories: blocks;BoronicAcids;Aryl;Organoborons;Boronic acid;Boronic Acids;Boronic Acids and Derivatives;Boronic Acids;Aryl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Monosubstituted Aryl Boronic Acids;Organometallic Reagents
• Mol File: 159191-56-7.mol
• Article Data: 24

Chemical Properties

• Melting Point: 194-198 °C(lit.)
• Boiling Point: 321.358 °C at 760 mmHg
• Flash Point: 148.152 °C
• Appearance: /
• Density: 1.019g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.49
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 8.68±0.16(Predicted)
• CAS DataBase Reference: 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID(159191-56-7)
• EPA Substance Registry System: 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID(159191-56-7)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 159191-56-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 159191-56-7 differently. You can refer to the following data:
1. Reactant involved in:? ;Asymmetric addition reactions with β-substituted cyclic enones1? ;Hydroarylation and heterocyclization with phenylpropiolates2? ;Double Suzuki-Miyaura coupling reactions3Starting material for the synthesis of red electroluminescent polyfluorenes4Reactant involved in the synthesis of biologically active molecules including:? ;Phenylpyridone derivatives as MCH1R antagonists5? ;Atromentin and its O-alkylated derivatives3? ;Gelatinases and MT1-MMP inhibitors6
2. Reactant involved in:Asymmetric addition reactions with β-substituted cyclic enonesHydroarylation and heterocyclization with phenylpropiolatesDouble Suzuki-Miyaura coupling reactionsStarting material for the synthesis of red electroluminescent polyfluorenesReactant involved in the synthesis of biologically active molecules including:Phenylpyridone derivatives as MCH1R antagonistsAtromentin and its O-alkylated derivativesGelatinases and MT1-MMP inhibitors

InChI:InChI=1/C12H21BO3Si/c1-12(2,3)17(4,5)16-11-8-6-10(7-9-11)13(14)15/h6-9,14-15H,1-5H3

Upstream product

• 106-41-2 4-bromo-phenol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 5419-55-6 Triisopropyl borate 
• 67963-68-2 t-butyldimethylsilyl-4-bromophenol 
• 121-43-7 Trimethyl borate 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 

Downstream Products

• 549503-20-0 5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine 
• 101110-09-2 6-(4-hydroxyphenyl)-3,4-dihydronaphthalen-1(2H)-one 
• 643093-45-2 4'-[2-[N-benzyl-N-[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]-1,1'-biphenyl-4-ol 
• 58115-08-5 6-hydroxy-4-(4-hydroxyphenyl)-7-methoxy-2H-1-benzopyran-2-one 
• 88126-44-7 5,7-dimethoxy-4-(4-hydroxyphenyl)-2H-1-benzopyran-2-one 
• 1012059-62-9 5-(2,4-Bis(benzyloxy)-5-chlorophenyl)-N-ethyl-4-(4-hydroxy-phenyl)-isoxazole-3-carboxamide 
• 1289577-11-2 (R)-3-(4-tert-butyldimethylsiloxylphenyl)-3-methylcyclohexanone 
• 1178890-01-1 2-amino-3-bromo-5-[p-(t-butyldimethylsilyloxy)phenyl]-1,4-pyrazine 
• 625848-40-0 5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-phenyl-2-pyrazinamine 
• 1338220-73-7 (E)-5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-styrylpyrazin-2-amine 
• 1338220-09-9 (E)-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)-8-styrylimidazo[1,2-a]pyrazin-3(7H)-one 
• 1338220-75-9 5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(naphthalen-1-yl)pyrazin-2-amine 
• 1338220-11-3 2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)-8-(naphthalen-1-yl)imidazo[1,2-a]pyrazin-3(7H)-one 
• 1338220-77-1 5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(naphthalen-2-yl)pyrazin-2-amine 

Relevant articles and documents

Flexible Analogues of Azaindole DYRK1A Inhibitors Elicit Cytotoxicity in Glioblastoma Cells

DYRK1A is a novel target for epidermal growth factor receptor (EGFR)-dependent glioblastoma and it represents a promising strategy for cancer therapy. DYRK1A inhibition has been found to promote EGFR degradation in glioblastoma cells by triggering endocyt

Polymerizable compounds. Liquid crystal composition and liquid crystal display device

A polymerizable compound having a formula of formula (I): Ring A, ring B, Z1 , Z2 , R, P, n And m are as described in the specification and the application patent range, respectively. The liquid crystal composition containing the pol

Synthesis and in vitro evaluation of diverse heterocyclic diphenolic compounds as inhibitors of DYRK1A

Dual-specificity tyrosine phosphorylation-related kinase 1A (DYRK1A) is a dual-specificity protein kinase that catalyses phosphorylation and autophosphorylation. Higher DYRK1A expression correlates with cancer, in particular glioblastoma present within the brain. We report here the synthesis and biological evaluation of new heterocyclic diphenolic derivatives designed as novel DYRK1A inhibitors. The generation of these heterocycles such as benzimidazole, imidazole, naphthyridine, pyrazole-pyridines, bipyridine, and triazolopyrazines was made based on the structural modification of the lead DANDY and tested for their ability to inhibit DYRK1A. None of these derivatives showed significant DYRK1A inhibition but provide valuable knowledge around the importance of the 7-azaindole moiety. These data will be of use for developing further structure-activity relationship studies to improve the selective inhibition of DYRK1A.