5-Isopropyl-2-methoxybenzeneboronic acid

Name: 5-Isopropyl-2-methoxybenzeneboronic acid
SKU: ACM216393634-1
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Catalog NumberACM216393634-1

CAS Number216393-63-4

CategorySalt

5-Isopropyl-2-methoxybenzeneboronic acid

IUPAC Name

(2-methoxy-5-propan-2-ylphenyl)boronic acid

Molecular Weight

194.04g/mol

Molecular Formula

C10H15BO3

Canonical SMILES

B(C1=C(C=CC(=C1)C(C)C)OC)(O)O

InChI

InChI=1S/C10H15BO3/c1-7(2)8-4-5-10(14-3)9(6-8)11(12)13/h4-7,12-13H,1-3H3

InChI Key

UTKAEAGLVJFBMK-UHFFFAOYSA-N

Purity

95%

Application

5-Isopropyl-2-methoxybenzeneboronic acid is a versatile chemical reactant crucial for the synthesis of a variety of biologically active molecules. It plays a significant role in the production of oxazolidinones, which are utilized as inhibitors of cholesteryl ester transfer protein (CETP) for the treatment of atherosclerosis. Additionally, it is involved in creating selective quinazolinyl-phenol inhibitors targeting CHK1, which serve as antitumor agents and radioprotectants. This compound is also a key component in the synthesis of biaryl-containing carbamates, working as CETP inhibitors, and in the formation of α-sulfone hydroxamates that act as matrix metalloproteinase (MMP) inhibitors. Furthermore, 5-Isopropyl-2-methoxybenzeneboronic acid is employed in the Suzuki-Miyaura cross-coupling process with 2-nitroarenediazonium tetrafluoroborate to produce 2-nitrobiphenyls, underscoring its importance in medicinal chemistry applications.

Complexity

173

Covalently-Bonded Unit Count

Exact Mass

194.111424g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

194.111424g/mol

Rotatable Bond Count

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