5-benzothiazole boronic acid pinacol ester

Name: 5-benzothiazole boronic acid pinacol ester
SKU: ACMA00014975
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Catalog NumberACMA00014975

CategorySalt

IUPAC Name

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

Molecular Weight

261.2g/mol

Molecular Formula

C13H16BNO2S

Canonical SMILES

B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)SC=N3

InChI

InChI=1S/C13H16BNO2S/c1-12(2)13(3,4)17-14(16-12)9-5-6-11-10(7-9)15-8-18-11/h5-8H,1-4H3

InChI Key

MGOKEBHEDJCRQN-UHFFFAOYSA-N

Application

The purpose of 5-benzothiazole boronic acid pinacol ester is to serve as a versatile chemical intermediate in organic synthesis, building on the unique properties of benzothiazole. As benzothiazole is known for its potential as a carbonyl equivalent, reacting with aldehydes or ketones to form α-hydroxy carbonyl compounds, this ester derivative further extends its applications. The compound is significant in the synthesis of pharmaceuticals, leveraging the broad-spectrum pharmacological activities of benzothiazole derivatives, such as anticancer, antimicrobial, and anti-inflammatory properties. Additionally, it finds use in polymer chemistry, dyes, and as a precursor in the rubber industry, demonstrating its multifaceted role in both chemical and biological applications.

Complexity

321

Covalently-Bonded Unit Count

Exact Mass

261.09948g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

261.09948g/mol

Rotatable Bond Count

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ACMA00014975
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