371766-08-4 | Isoquinoline-5-boronic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$16.00	$12.00
1g	95%	in stock	$20.00	$14.00
5g	95%	in stock	$66.00	$47.00
10g	95%	in stock	$130.00	$91.00
25g	95%	in stock	$319.00	$224.00

Description

• Catalog Number: AD39928
• Chemical Name: Isoquinoline-5-boronic acid
• CAS Number: 371766-08-4
• Molecular Formula: C9H8BNO2
• Molecular Weight: 172.9763
• MDL Number: MFCD03839356
• SMILES: OB(c1cccc2c1ccnc2)O

Computed Properties

• Complexity: 177
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1

Upstream Synthesis Route

Isoquinolin-5-ylboronic acid is a valuable building block in chemical synthesis, particularly in the field of organic chemistry. This compound is widely utilized as a key reagent in the Suzuki-Miyaura cross-coupling reaction, a powerful and versatile method for the formation of carbon-carbon bonds. By serving as a boronic acid source, Isoquinolin-5-ylboronic acid enables the coupling of its aromatic ring with various aryl and heteroaryl halides or triflates under palladium catalysis, leading to the creation of complex molecular structures. This reaction has found extensive application in the synthesis of pharmaceuticals, agrochemicals, materials science, and other industries that require the construction of intricate organic molecules. Furthermore, Isoquinolin-5-ylboronic acid's unique structure and reactivity make it a valuable tool for the design and production of novel compounds with diverse properties and functionalities.

Literature

• Non inflammatory boronate based glucose-responsive insulin delivery systems.

  PloS one 20120101