190661-29-1

Basic information

• Product Name: 2-Benzyloxyphenylboronic acid
• Synonyms: AKOS BRN-0079;2-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride);2-BENZYLOXYBENZENEBORONIC ACID;2-BENZYLOXYPHENYLBORONIC ACID;RARECHEM AH PB 0042;O-BENZYLOXYPHENYLBORONIC ACID;2-Phenylmethoxy Phenylboronic Acid;2-BENZYLOXYPHENYLBORORNIC ACID
• CAS NO: 190661-29-1
• Molecular Formula: C₁₃H₁₃BO₃
• Molecular Weight: 228.05
• Product Categories: blocks;BoronicAcids;Boronic acids;Boronic acid;Organoborons;Aryl;Boronic Acids;Boronic Acids and Derivatives;Aryl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Monosubstituted Aryl Boronic Acids;Organometallic Reagents;Boronate Ester;Potassium Trifluoroborate
• Mol File: 190661-29-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 105-110 °C(lit.)
• Boiling Point: 428.7 °C at 760 mmHg
• Flash Point: 213 °C
• Appearance: /
• Density: 1.2 g/cm³
• Vapor Pressure: 4.13E-08mmHg at 25°C
• Refractive Index: 1.593
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• PKA: 8.57±0.53(Predicted)
• BRN: 7813704
• CAS DataBase Reference: 2-Benzyloxyphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzyloxyphenylboronic acid(190661-29-1)
• EPA Substance Registry System: 2-Benzyloxyphenylboronic acid(190661-29-1)

Safety Data

• Hazard Codes: C,Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36
• WGK Germany: 3
• HazardClass: IRRITANT, CORROSIVE
• Hazardous Substances Data: 190661-29-1(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 190661-29-1 differently. You can refer to the following data:
1. 2-Benzyloxyphenylboronic acid is a reagent used in the preparation of different kinase inhibitors.
2. Palladium complex-catalyzed selective hydroxylation ? Palladium(II)-catalyzed oxidative Heck reactions ? Metal-free electrophilic fluorination ? Suzuki-Miyaura cross-coupling reactions
3. Reactant for:? ;Palladium complex-catalyzed selective hydroxylation1? ;Palladium(II)-catalyzed oxidative Heck reactions2? ;Metal-free electrophilic fluorination3? ;Suzuki-Miyaura cross-coupling reactions4
4. suzuki reaction

InChI:InChI=1/C13H13BO3/c15-14(16)12-8-4-5-9-13(12)17-10-11-6-2-1-3-7-11/h1-9,15-16H,10H2

Upstream product

• 4560-41-2 2-benzyloxynitrobenzene 
• 100-51-6 benzyl alcohol 
• 1493-27-2 ortho-nitrofluorobenzene 
• 20012-63-9 o-(benzyloxy)aniline 
• 688-74-4 boric acid tributyl ester 
• 31575-75-4 2-bromophenyl benzyl ether 
• 108-95-2 phenol 
• 100-39-0 benzyl bromide 
• 142523-69-1 1-benzyloxy-2-iodobenzene 
• 946-80-5 (benzyloxy)benzene 
• 5419-55-6 Triisopropyl borate 
• 100-44-7 benzyl chloride 
• 95-56-7 2-hydroxybromobenzene 

Downstream Products

• 816447-27-5 2-[2-(benzyloxy)phenyl]-3-(4-methoxyphenyl)-4-phenylcyclopent-2-en-1-one 
• 1059098-54-2 8-(2-(benzyloxy)phenyl)-imidazo[1,5-a]pyridine 
• 1178980-27-2 7-(2-(benzyloxy)phenyl)-6-(4-tert-butylphenyl)-2-chloro-3-(4-methoxyphenyl)furo[2,3-b]pyrazine 
• 1208129-98-9 methyl 2-[2-(benzyloxy)phenyl]-3-cyclohexyl-1H-indole-6-carboxylate 
• 1311378-15-0 4-[2-(benzyloxy)phenyl]-6-chloro-1,3,5-triazin-2-amine 
• 215934-32-0 azoxystrobin 
• 1313219-06-5 N-{3-[6-(2-Benzyloxy-phenyl)-pyrimidin-4-ylamino]-benzyl}-methanesulfonamide 
• 131860-97-4 (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate 
• 114077-42-8 (E)-3-methoxy-2-(2-hydroxyphenyl)-acrylic acid methyl ester 
• 103497-78-5 (E)-3-methoxy-2-(2-benzyloxyphenyl)acrylic acid methyl ester 
• 1266105-27-4 tert-butyl 6-((E)-2-(methoxycarbonyl)-2-(2-(benzyloxy)phenyl)vinyloxy)hexanoate 
• 1205677-85-5 2-benzyl-3,6-bis(2-(benzyloxy)phenyl)-5-styrylpyrazine 
• 1122521-69-0 2-(2-(benzyloxy)phenyl)-6-methoxybenzo[d]thiazole 
• 946-80-5 (benzyloxy)benzene 

Relevant articles and documents

Structure-Based Optimization of 3-Phenyl-N-(2-(3-phenylureido)ethyl)thiophene-2-sulfonamide Derivatives as Selective Mcl-1 Inhibitors

Selective Mcl-1 inhibitors may overcome the drug resistance caused by current anti-apoptotic Bcl-2 protein inhibitors in tumors with Mcl-1 overexpression. Based on previously discovered compounds with a 3-phenylthiophene-2-sulfonamide core moiety, in this work, we have obtained new compounds with improved binding affinity and/or selectivity under the guidance of structure-based design. The most potent compounds achieved sub-micromolar binding affinities to Mcl-1 (Ki～ 0.4 μM) and good cytotoxicity (IC5015N-heteronuclear single-quantum coherence NMR spectra suggested that these compounds bound to the BH3-binding groove on Mcl-1. Several cellular assays revealed that FWJ-D4 as well as its precursor FWJ-D5 effectively induced caspase-dependent apoptosis, and their target engagement at Mcl-1 was confirmed by co-immunoprecipitation experiments. Treatment with FWJ-D5 at 50 mg/kg every 2 days on an RS4;11 xenograft mouse model for 22 days led to 75% reduction in tumor volume without body weight loss.

A concise synthesis of azoxystrobin using a Suzuki cross-coupling reaction

A simple, efficient and eco-friendly process for the synthesis in good yield of azoxystrobin from 2-bromophenol has been developed using phenolic hydroxyl protection, Grignard reaction, Suzuki cross-coupling, hydrogenation and a nucleophilic reaction on a 2-chloropyrimidine.

Novel acyl hydrazino thiophene derivatives, process for preparing them, their use as medicinal products, pharmaceutical compositions and novel use

The invention concerns novel compounds of formula (I), process for making, pharmaceutical compositions and methods of treating diseases associated with abnormal physiological behavior in the secretion and/or the activity of cysteine proteases especially c