146631-00-7 | 4-Benzyloxyphenylboronic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$5.00	$3.00
1g	98%	in stock	$10.00	$7.00
5g	98%	in stock	$12.00	$8.00
10g	98%	in stock	$18.00	$12.00
25g	98%	in stock	$38.00	$26.00

Description

• Catalog Number: AD51125
• Chemical Name: 4-Benzyloxyphenylboronic acid
• CAS Number: 146631-00-7
• Molecular Formula: C13H13BO3
• Molecular Weight: 228.0515
• MDL Number: MFCD01075705
• SMILES: OB(c1ccc(cc1)OCc1ccccc1)O

Computed Properties

• Complexity: 209
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 17
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 4

Upstream Synthesis Route

(4-(Benzyloxy)phenyl)boronic acid is a versatile compound that finds wide applications in chemical synthesis, particularly in organic chemistry. This compound acts as a key building block in the formation of carbon-carbon and carbon-heteroatom bonds, making it a valuable reagent in various reactions.One primary use of (4-(Benzyloxy)phenyl)boronic acid is in Suzuki-Miyaura cross-coupling reactions, where it participates as a boronate ester facilitating the coupling of aryl halides or pseudohalides with aryl boronic acids. This process enables the formation of biaryl structures, an essential motif in the synthesis of pharmaceuticals, agrochemicals, and materials science.Additionally, (4-(Benzyloxy)phenyl)boronic acid is employed in the synthesis of complex organic molecules, such as natural products and pharmaceutical intermediates. Its ability to undergo selective functionalization reactions, including Suzuki-Miyaura coupling, Suzuki-Heck cascades, and borylation reactions, makes it a valuable tool for chemists in designing and creating new compounds.Furthermore, this boronic acid derivative can also serve as a protecting group for hydroxyl functional groups in organic synthesis, enhancing selectivity and facilitating multi-step synthetic routes. Its compatibility with a variety of functional groups and reaction conditions makes it a versatile reagent in the hands of synthetic chemists aiming to access diverse chemical structures.In conclusion, the versatile nature of (4-(Benzyloxy)phenyl)boronic acid in chemical synthesis makes it a valuable tool for building complex organic molecules, enabling the development of new materials and biologically active compounds.

Literature

• Medicinal chemistry as a conduit for the modulation of quorum sensing.

  Journal of medicinal chemistry 20101111