182344-21-4

Basic information

• Product Name: Boronic acid, (4-hydroxy-3-methoxyphenyl)- (9CI)
• Synonyms: Boronic acid, (4-hydroxy-3-methoxyphenyl)- (9CI);4-Hydroxy-3-methoxyphenylboronic acid;4-Borono-2-methoxyphenol, 5-Borono-2-hydroxyanisole;4-Hydroxy-3-methoxybenzeneboronic acid
• CAS NO: 182344-21-4
• Molecular Formula: C₇H₉BO₄
• Molecular Weight: 167.95496
• Product Categories: BORONICACID
• Mol File: 182344-21-4.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: Boronic acid, (4-hydroxy-3-methoxyphenyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Boronic acid, (4-hydroxy-3-methoxyphenyl)- (9CI)(182344-21-4)
• EPA Substance Registry System: Boronic acid, (4-hydroxy-3-methoxyphenyl)- (9CI)(182344-21-4)

Safety Data

• Hazardous Substances Data: 182344-21-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Boronic acid, (4-hydroxy-3-methoxyphenyl)(9CI) is used as a reagent for the synthesis of 4-arylcoumarins, which possess antiprotozoal activity. These compounds are of significant interest in the development of new drugs to combat parasitic infections, such as malaria and leishmaniasis. The synthesis of these bioactive molecules is typically achieved through the Suzuki-Miyaura cross-coupling reaction, which involves the use of this boronic acid as a key intermediate.
Used in Chemical Research:
In the field of chemical research, Boronic acid, (4-hydroxy-3-methoxyphenyl)(9CI) is utilized as a reagent in the direct palladium-catalyzed C-H functionalization of benzoquinones. This reaction is an important method for the selective functionalization of aromatic compounds, allowing for the introduction of various functional groups at specific positions on the benzene ring. The use of this boronic acid in this process enables the synthesis of a wide range of complex organic molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Overall, Boronic acid, (4-hydroxy-3-methoxyphenyl)(9CI) is a valuable compound in the fields of pharmaceuticals and chemical research, owing to its unique chemical properties and its role in the synthesis of biologically active molecules and complex organic compounds. Its applications in these areas highlight the importance of continued research and development in the field of organic chemistry, as well as the potential for further discoveries and innovations in the future.

Upstream product

• 864757-97-1 2-(4-bromo-2-methoxyphenoxy)tetrahydropyran 
• 7368-78-7 4-bromoguaiacol 

Downstream Products

• 869728-94-9 4-hydroxy-3-methoxycinnamyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 1214736-38-5 4-(4'-hydroxy-3'-methoxyphenyl)-6,7-dimethoxycoumarin 
• 1340482-11-2 6-(4-hydroxy-3-methoxyphenyl)-1-naphthol 
• 1174429-27-6 3-(4-hydroxy-3-methoxyphenyl)-5-morpholino-7H-thieno[3,2-b]pyran-7-one 
• 1638211-04-7 ML₃₀₃ 
• 1132610-06-0 C₃₆H₄₂N₆O₆ 
• 113349-27-2 3-(4-hydroxy-3-methoxy)-phenyl-2E-propenyl-1β-D-glucopyranoside 

Relevant articles and documents

Simple preparation of phenylpropenoid β-D-glucopyranoside congeners by Mizoroki-Heck type reaction using organoboron reagents

Palladium(II)-catalyzed carbon-carbon bond formation between allyl 2,3,4,6-tetra-O-acetyl-β-d-glucopyranoside (3) and arylboronic acid congeners gave the corresponding cinnamyl 2,3,4,6-tetra-O-acetyl- β-d-glucopyranosides (4a-m) in good yield. Among them, coupling products 4a-m were converted to not only the naturally occurring phenylpropenoid β-d-glucopyranoside analogues (1a-e) but also the unnaturally ones (1f-m).