1377503-12-2 | 4-Chloro-2-hydroxyphenylboronic acid pinacol ester

Packsize	Purity	Availability	Price	Discounted Price
250mg	97%	in stock	$40.00	$28.00
1g	97%	in stock	$88.00	$61.00
5g	97%	in stock	$378.00	$264.00
10g	97%	in stock	$665.00	$466.00
25g	97%	in stock	$1,535.00	$1,074.00

Description

• Catalog Number: AA51369
• Chemical Name: 4-Chloro-2-hydroxyphenylboronic acid pinacol ester
• CAS Number: 1377503-12-2
• Molecular Formula: C12H16BClO3
• Molecular Weight: 254.51763999999997
• MDL Number: MFCD16994254
• SMILES: Clc1ccc(c(c1)O)B1OC(C(O1)(C)C)(C)C

Computed Properties

• Complexity: 280
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 17
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1

Upstream Synthesis Route

The upstream synthesis route of 4-Chloro-2-hydroxyphenylboronic acid pinacol ester can proceed through the following steps:

1. Start with the commercially available 4-chlorophenol as a precursor.
2. Subject 4-chlorophenol to a borylation reaction under palladium catalysis to introduce the boronic acid group, yielding 4-chlorophenylboronic acid.
3. Carry out a hydroxylation step, typically directed through metal-catalyzed C-H activation processes, to install the 2-hydroxy functional group, resulting in 4-chloro-2-hydroxyphenylboronic acid.
4. Finally, react the 4-chloro-2-hydroxyphenylboronic acid with pinacol (2,3-dimethyl-2,3-butanediol) under acid-catalyzed conditions to afford the desired 4-chloro-2-hydroxyphenylboronic acid pinacol ester.

Each step might require optimization of conditions such as temperature, solvent, time, and choice of catalyst or reagents to achieve the desired selectivity and yield.