4-Biphenylboronic acid MIDA ester

Name: 4-Biphenylboronic acid MIDA ester
SKU: ACM1262967247
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Catalog NumberACM1262967247

CAS Number1262967-24-7

CategorySalt

IUPAC Name

6-methyl-2-(4-phenylphenyl)-1,3,6,2-dioxazaborocane-4,8-dione

Molecular Weight

309.1g/mol

Molecular Formula

C17H16BNO4

Canonical SMILES

B1(OC(=O)CN(CC(=O)O1)C)C2=CC=C(C=C2)C3=CC=CC=C3

InChI

InChI=1S/C17H16BNO4/c1-19-11-16(20)22-18(23-17(21)12-19)15-9-7-14(8-10-15)13-5-3-2-4-6-13/h2-10H,11-12H2,1H3

InChI Key

UDYWFICXSOXCLZ-UHFFFAOYSA-N

Application

The purpose of 4-Biphenylboronic acid MIDA ester is to serve as a protected form of boronic acid utilizing methylimindodiacetic acid (MIDA). This protection ensures that the compound remains unreactive under standard Suzuki-Miyaura coupling conditions, enabling selective and iterative cross-coupling sequences. Additionally, the MIDA boronate enhances the shelf life and stability of boronic acid derivatives, which are typically prone to instability.

Complexity

410

Covalently-Bonded Unit Count

Exact Mass

309.117238g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

309.117238g/mol

Rotatable Bond Count

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