183474-19-3

Usage

Uses

Used in Organic Chemistry:
[2-(BENZYLOXY)-4-METHOXYPHENYL]BORONIC ACID is used as a building block for the synthesis of various pharmaceuticals and agricultural chemicals. Its unique structure allows it to be a valuable component in the creation of a wide range of compounds with potential therapeutic and pesticidal properties.
Used in Metal-Catalyzed Cross-Coupling Reactions:
In the field of chemistry, [2-(BENZYLOXY)-4-METHOXYPHENYL]BORONIC ACID serves as a ligand in metal-catalyzed cross-coupling reactions. It plays a crucial role in the formation of carbon-carbon bonds, which are essential for constructing complex molecular structures. This application is particularly important in the development of new materials and compounds with specific properties and functions.
Used in Materials Science:
[2-(BENZYLOXY)-4-METHOXYPHENYL]BORONIC ACID has potential applications in the field of materials science. It can be utilized in the development of functional organic materials and supramolecular assemblies, which have a wide range of potential uses, including in electronics, sensors, and other advanced technologies.

Upstream product

• 106-93-4 ethylene dibromide 
• 150356-67-5 1-bromo-4-methoxy-2-(phenylmethoxy)benzene 
• 936711-99-8 2-benzyloxy-4-(p-toluenesulfonyloxy)bromobenzene 
• 6626-15-9 4-Bromoresorcinol 
• 70120-18-2 3-(benzyloxy)-4-bromophenol 
• 5419-55-6 Triisopropyl borate 
• 494773-45-4 4-bromo-3-hydroxy-phenyl 4-methyl-benzenesulfonate 

Downstream Products

• 156206-33-6 2,2'-dihydroxy-4,4'-dimethoxybiphenyl 
• 1379680-47-3 C₃₈H₃₂O₄P₂ 
• 1379680-48-4 C₃₈H₃₂O₂P₂ 
• 1379680-45-1 2,2'-bis(benzyloxy)-4,4'-dimethoxybiphenyl 
• 1143-70-0 urolithin B 
• 191106-49-7 (S)-1-Benzo[1,3]dioxol-5-yl-3-(2-benzyloxy-4-methoxy-phenyl)-5-propoxy-1H-indene-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Synthetic method of urolithin A

The invention discloses a synthetic method of urolithin A. The synthetic method comprises the steps of coupling, primary protective group removal, sulfonylation, carboxylation-lactonization, secondaryprotective group removal and the like. The method provided by the invention is a novel method for synthesizing urolithin A, the raw material is cheap and easy to obtain, the used reaction reagent issmall in environmental pollution and simple in route, and the method can be used for large-scale preparation of urolithin A.

Stable axial chirality in metal complexes bearing 4,4′-substituted BIPHEPs: Application to catalytic asymmetric carbon-carbon bond-forming reactions

Not only electronic but also steric effects of 4,4′-substituents in BIPHEP derivatives and metal (Pd, Pt, and Au) complexes are shown to influence the stability of the biphenyl single bond rotation. While electron-donating or sterically demanding substituents on the 4,4′-positions destabilize the axial chirality of BIPHEP derivatives, electron-withdrawing or sterically less demanding ones on the 4,4′-positions stabilize the axis chirality. Particularly, the axial chirality of palladium dichloride complexes bearing BIPHEP with t-Bu and CF3 substituents on the 4,4′-positions is most labile and stable, respectively (ΔG≠ = 29.22 and 30.49 kcal mol-1 at 300 K; t1/2 = 7 and 56 years at 300 K). These enantiopure dicationic BIPHEPPd complexes can be employed for catalytic enantioselective arylation, alkenylation, and ene reactions to give the corresponding products in good-to-excellent yields and enantioselectivities. Significantly, in the carbonyl-ene reaction of trifluoropyruvate with isobutene, the turnover frequency (TOF) reached 58200 h-1. The remarkable effects of 4,4′-substituents in BIPHEP derivatives can be employed as a guiding principle in the design of versatile and efficient ligands.

3-phenyl-1-methylenedioxyphenyl-indane-2-carboxylic acid derivatives

PCT No. PCT/US96/18465 Sec. 371 Date Feb. 4, 1997 Sec. 102(e) Date Feb. 4, 1997 PCT Filed Nov. 8, 1996 PCT Pub. No. WO97/17341 PCT Pub. Date May 15, 1997Invented is an improved process for preparing aromatic ring-fused cyclopentane derivatives. Preferred compounds prepared by this invention are indane carboxylates and cyclopentanopyridine derivatives. The most preferred compounds prepared by this invention are (+)(1S,2R,3S)-3-[2-(2-hydroxyeth-1-yloxy)-4-methoxyphenyl]-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof and (+)(1S,2R,3S)-3-(2-carboxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxypheyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof. Also invented are novel intermediates useful in preparing these compounds.