CAS 191171-55-8 (2-Aminophenyl)boronic acid pinacol ester

NAVIGATION

(2-Aminophenyl)boronic acid pinacol ester

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Catalog Number

ACM191171558-1

CAS Number

191171-55-8

Product Name

(2-Aminophenyl)boronic acid pinacol ester

Category

Salt

Synonyms

2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ANILINE;2-AMINOPHENYLBORONIC ACID, PINACOL CYCLIC ESTER;2-AMINOPHENYLBORONIC ACID, PINACOL ESTER;2-AMINOBENZENEBORONIC ACID PINACOL ESTER;2-Aminobenzeneboronic acid pinacol cyclic ester;2-Aminophenylboronic a

IUPAC Name

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

Molecular Weight

219.09g/mol

Molecular Formula

C12H18BNO2

Canonical SMILES

B1(OC(C(O1)(C)C)(C)C)C2=CC=CC=C2N

InChI

InChI=1S/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-7-5-6-8-10(9)14/h5-8H,14H2,1-4H3

InChI Key

ZCJRWQDZPIIYLM-UHFFFAOYSA-N

Purity

98%

Application

(2-Aminophenyl)boronic acid pinacol ester is a cream crystalline powder that serves as a versatile reactant in the synthesis of various complex and bioactive compounds. Its purpose is central in the formation of diverse chemical structures through specific reactions. It is utilized in the creation of Indolo[3,4-cd]benzazepines via Pictet-Spengler-type cyclizations, which are significant in medicinal chemistry. Additionally, it is employed in the development of antimicrobial amphiphilic aryl peptideomimetics, which are important for antibiotic and therapeutic research. The compound also plays a critical role in synthesizing pyridoquinazolines and benzo[h]naphthyridines through intramolecular electrophilic substitution reactions. Furthermore, it contributes to the synthesis of thienopyridine derivatives, dihydroquinolones, and methacrylamidophenylboronic acids, highlighting its adaptability and importance in advancing chemical and pharmaceutical innovations.

Complexity

252

Covalently-Bonded Unit Count

Exact Mass

219.143059g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

219.143059g/mol

Rotatable Bond Count

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