6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline

Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline
SKU: ACM1167418134-2
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Catalog NumberACM1167418134-2

CAS Number1167418-13-4

CategorySalt

IUPAC Name

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline

Molecular Weight

256.11g/mol

Molecular Formula

C14H17BN2O2

Canonical SMILES

B1(OC(C(O1)(C)C)(C)C)C2=CC3=NC=CN=C3C=C2

InChI

InChI=1S/C14H17BN2O2/c1-13(2)14(3,4)19-15(18-13)10-5-6-11-12(9-10)17-8-7-16-11/h5-9H,1-4H3

InChI Key

ZYWICCYXTGRUNM-UHFFFAOYSA-N

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxaline serves as a versatile reactant in various chemical processes. It plays a crucial role in Suzuki coupling reactions, contributing to the synthesis of quinoxalin-based PI3Kδ inhibitors, which are important for medical research and drug development. Additionally, this compound is utilized as a substrate in the copper(II)-catalyzed [11C]-radiocyanation of arylboronic acids, a significant step in the preparation of radiolabeled compounds for imaging applications. Furthermore, it aids in the production of 6-quinoxaline boronic acid, which is essential for silver-mediated fluorination processes of boronic acids, showcasing its importance in complex chemical transformations.

Complexity

332

Covalently-Bonded Unit Count

Exact Mass

256.138308g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

256.138308g/mol

Rotatable Bond Count

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