243990-54-7

Usage

Uses

Used in Pharmaceutical and Medicinal Chemistry:
3-(Benzyloxy)-4-methoxyphenylboronic acid is used as a building block for the synthesis of various pharmaceuticals and biologically-active compounds. Its unique structure allows it to participate in Suzuki-Miyaura cross-coupling reactions, which are crucial for the formation of complex organic molecules with potential therapeutic applications.
Used in Organic Synthesis:
In the realm of organic synthesis, 3-(Benzyloxy)-4-methoxyphenylboronic acid is employed as a versatile reagent. Its ability to participate in cross-coupling reactions and its compatibility with various reaction conditions make it a valuable tool for the construction of diverse organic molecules.
Used as a Ligand in Metal-Catalyzed Reactions:
3-(Benzyloxy)-4-methoxyphenylboronic acid also serves as a ligand in metal-catalyzed reactions. Its presence can enhance the efficiency and selectivity of these reactions, leading to improved yields and more precise control over the reaction outcomes.
Used in the Synthesis of Boronic Acid Derivatives:
3-(Benzyloxy)-4-methoxyphenylboronic acid is utilized as a reagent in the synthesis of other boronic acid derivatives. Its structural features make it an ideal starting material for the preparation of a variety of boronic acid-based compounds, which can be further used in various chemical and pharmaceutical applications.
Used in Chemical Research and Development:
3-(Benzyloxy)-4-methoxyphenylboronic acid has a wide range of applications in the field of chemical research and development. Its unique properties and reactivity make it a valuable asset for the exploration of new chemical reactions, the development of novel synthetic methods, and the discovery of new compounds with potential applications in various industries.

Upstream product

• 78504-28-6 2-Benzyloxy-4-bromo-1-methoxybenzene 
• 100-39-0 benzyl bromide 
• 121-43-7 Trimethyl borate 
• 90-05-1 2-methoxy-phenol 
• 613-70-7 2-methoxyphenyl acetate 
• 37942-01-1 5-bromo-2-methoxyphenol 
• 66037-04-5 1-acetoxy-5-bromo-2-methoxybenzene 

Downstream Products

• 243990-60-5 3'-benzyloxy-4',5,7-trimethoxy-4-phenyl-2H-1-benzopyran-2-one 
• 847063-31-4 2-(3-benzyloxy-4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)pyridine 
• 1200639-48-0 3,6-bis(3-benzyloxy-4-methoxyphenyl)thieno[2,3-b]pyrrolizin-8-one 
• 622864-48-6 (3-hydroxy-4-methoxyphenyl)boronic acid 
• 1292297-03-0 4-(3-hydroxy-4-methoxyphenyl)-2H-chromen-2-one 
• 1292297-04-1 4-(3'-hydroxy-4'-methoxyphenyl)-5-methoxycoumarin 
• 1292297-05-2 4-(3-hydroxy-4-methoxyphenyl)-6-methoxy-2H-chromen-2-one 
• 1292297-06-3 4-(3'-hydroxy-4'-methoxyphenyl)-5,6-dimethoxycoumarin 
• 1292297-07-4 4-(3'-hydroxy-4'-methoxyphenyl)-6,7-dimethoxycoumarin 
• 1642784-52-8 7,8-bis(benzyloxy)-4-(3-(benzyloxy)-4-methoxyphenyl)-2H-chromen-2-one 
• 1444006-28-3 1-(3-(benzyloxy)-4-methoxyphenyl)-6-(3,4,5-trimethoxyphenyl)pyridin-2(1H)-one 
• 1444006-15-8 6-(3-(benzyloxy)-4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)pyridin-2(1H)-one 

Relevant academic research and scientific papers

Synthesis and anti-inflammatory activity of isoquebecol

We report here the synthesis of isoquebecol, an unprecedented constitutional isomer of quebecol, a polyphenolic compound discovered in maple syrup. The methodology used to prepare isoquebecol involves, as key steps, the formation of a dibromoalkene from an α-ketoester precursor, followed by a double Suzuki-Miyaura reaction. The anti-inflammatory activity of isoquebecol was studied on macrophage cells by monitoring its ability to inhibit LPS-induced IL-6 secretion. Results show that this new compound has an improved bioactivity over that of its natural isomer. Precursors and derivatives of quebecol, isoquebecol and model analog 2,3,3-triphenylpropanol were also prepared and tested in this study. Comparison between the three series of compounds led to establishing new SARs concerning the aryl ring substitution pattern on the triarylpropanol scaffold and substructure functionalization.

Synthesis and biological evaluation of 4-arylcoumarin analogues of combretastatins. Part 2

Figure Presented. A series of A-ring variously methoxylated 4-(3-hydroxy-4-methoxyphenyl)coumarins related to combretastatin A-4 was prepared by cross-coupling reactions. Cytotoxicity studies indicated a potent activity against HBL100 cell line. Substitut

Heterocyclic and phenyl double-bond-locked combretastatin analogues possessing potent apoptosis-inducing activity in HL60 and in MDR cell lines

Two new series of combretastatin (CA-4) analogues have been prepared. The alkenyl motif of CA-4 was replaced either by a five-membered heterocyclic (isoxazoline or isoxazole) or by a six-membered ring (pyridine or benzene). The new compounds have been evaluated for their effects on tubulin assembly and for cytotoxic and apoptotic activities. Five compounds (18b, 20a, 21a, 34b, and 35b) demonstrated an attractive profile of cytotoxicity (IC50 1 μM) and apoptosis-inducing activity but poor antitubulin activity. The isoxazoline derivatives 18b, 20a, and 21a, demonstrated potent apoptotic activity different from that of natural CA-4. Their ability to block most cells in the G2 phase suggests that these compounds could act on targets different from the mitotic spindle. This would indicate activation of both the intrinsic and the extrinsic apoptotic pathways. The data suggest unambiguously that structural alteration of the stilbene motif of CA-4 can be extremely effective in producing potent apoptosis-inducing agents.

CARBOXYLIC ACID DERIVATIVE AND MEDICINE COMPRISING SALT OR ESTER OF THE SAME

The present invention provides novel carboxylic acid derivatives useful as an insulin sensitizer, a salt thereof or a hydrate of them, and a medicament comprising the derivative as the active ingredient. Specifically, it provides a carboxylic acid derivative represented by the following formula: (wherein L represents a single bond, or a C1 to C6 alkylene group, a C2 to C6 alkenylene group or a C2 to C6 alkynylene group, each of which may have one or more substituent groups; M represents a single bond, or a C1 to C6 alkylene group, a C2 to C6 alkenylene group or a C2 to C6 alkynylene group, each of which may have one or more substituent groups; T represents a single bond, or a C1 to C3 alkylene group, a C2 to C3 alkenylene group or a C2 to C3 alkynylene group, each of which may have one or more substituent groups; W represents a carboxyl group; X represents a single bond, an oxygen atom, or a group represented by the various substituent groups including -NRX1CQ1O- (wherein Q1 represents an oxygen atom or a sulfur atom; RX1 represents a hydrogen atom, a cyano group, a formyl group, or various groups including a C1 to C6 alkyl group and a C1 to C6 hydroxyalkyl group, each of which may have one or more substituent groups) , ONRX1CQ1-, -NRX1CQ1-, -CQ1NRX1-, -NRX1aCQ1NRX1b-, -Q2SO2- and -SO2Q2-; Y represents a 5 to 14-membered aromatic group which may have one or more substituent groups and one or more hetero atoms, or a C3 to C7 alicyclic hydrocarbon group; and the rings Z and U may be the same as or different from each other and each represents a 5 to 14-membered aromatic group which may have 1 to 4 substituent groups and one or more hetero atoms, and the ring may be partially saturated.), a salt thereof, an ester thereof or a hydrate of them.

Synthesis of C-ring hydroxylated neoflavonoids by ligand coupling reactions

Reaction of 4-trifluoromethanesulfonyloxycoumarin derivatives with benzyloxyphenylboronic acid derivatives under modified Suzuki reaction conditions afforded the corresponding neoflavones. Selective debenzylation took place in high yields when the palladi