Cas no 1002309-47-8 (Benzothiazole-6-boronic Acid Pinacol Ester)

Benzothiazole-6-boronic Acid Pinacol Ester is a high-purity boronic ester derivative widely used in Suzuki-Miyaura cross-coupling reactions. Its stable pinacol ester group enhances shelf life and handling convenience compared to free boronic acids. The benzothiazole moiety offers versatility in constructing heterocyclic compounds, particularly in pharmaceuticals and agrochemicals. This reagent exhibits excellent reactivity with aryl and heteroaryl halides, enabling efficient C-C bond formation under mild conditions. Its compatibility with diverse reaction conditions and minimal side products make it a preferred choice for complex molecule synthesis. The compound is typically supplied with rigorous quality control to ensure consistent performance in demanding applications.
Benzothiazole-6-boronic Acid Pinacol Ester structure
1002309-47-8 structure
Product Name:Benzothiazole-6-boronic Acid Pinacol Ester
CAS No:1002309-47-8
MF:C13H16BNO2S
MW:261.14764213562
MDL:MFCD12408395
CID:830240
PubChem ID:46739806
Update Time:2025-05-21

Benzothiazole-6-boronic Acid Pinacol Ester Chemical and Physical Properties

Names and Identifiers

    • 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole
    • 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzothiazole
    • Benzothiazole-6-boronic acid, pinacol ester
    • 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzothiazole
    • benzo[d]thiazol-6-ylboronic acid pinacol ester
    • VLJNKSRMMHATGX-UHFFFAOYSA-N
    • AB65604
    • FCH2719286
    • OR360670
    • AX8182722
    • F10214
    • Benzothiazole, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • 6-(4,4,5,5-t
    • Z1981870416
    • F11394
    • Benzothiazole-6-boronic acid,pinacol ester
    • DTXSID10675389
    • MFCD12408395
    • 1002309-47-8
    • CS-0037176
    • SY269082
    • SCHEMBL138769
    • Benzo[d]thiazole-6-boronic acid pinacol ester
    • 6-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZOTHIAZOLE
    • EN300-317231
    • AS-55624
    • Benzothiazole-6-boronic acid pinacol ester
    • 6-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1,3-BENZOTHIAZOLE
    • AKOS016007619
    • Benzothiazole-6-boronic Acid Pinacol Ester
    • MDL: MFCD12408395
    • Inchi: 1S/C13H16BNO2S/c1-12(2)13(3,4)17-14(16-12)9-5-6-10-11(7-9)18-8-15-10/h5-8H,1-4H3
    • InChI Key: VLJNKSRMMHATGX-UHFFFAOYSA-N
    • SMILES: S1C=NC2=CC=C(B3OC(C)(C)C(C)(C)O3)C=C12

Computed Properties

  • Exact Mass: 261.09900
  • Monoisotopic Mass: 261.0994801g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 321
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 59.6

Experimental Properties

  • Density: 1.17±0.1 g/cm3 (20 oC 760 Torr),
  • PSA: 59.59000
  • LogP: 2.59550

Benzothiazole-6-boronic Acid Pinacol Ester Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Benzothiazole-6-boronic Acid Pinacol Ester Pricemore >>

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Benzothiazole-6-boronic Acid Pinacol Ester Production Method

Additional information on Benzothiazole-6-boronic Acid Pinacol Ester

Benzothiazole-6-boronic Acid Pinacol Ester: A Comprehensive Overview

Benzothiazole-6-boronic acid pinacol ester, with the CAS number 1002309-47-8, is a highly specialized organic compound that has garnered significant attention in the fields of organic synthesis, materials science, and drug development. This compound is a derivative of benzothiazole, a heterocyclic aromatic compound, and incorporates a boronic acid group attached to a pinacol ester moiety. The combination of these functional groups makes it a versatile building block for various chemical transformations.

The benzothiazole core of this compound is known for its aromatic stability and ability to participate in diverse chemical reactions. The boronic acid group, on the other hand, is a key component in Suzuki-Miyaura coupling reactions, which are widely used in the construction of carbon-carbon bonds. The pinacol ester moiety serves as a protecting group for the boronic acid, ensuring stability during storage and handling while allowing for controlled activation in synthetic protocols.

Recent advancements in the synthesis and application of benzothiazole-6-boronic acid pinacol ester have been driven by its role as an intermediate in the preparation of complex molecules. For instance, researchers have utilized this compound in the construction of biologically active compounds, such as kinase inhibitors and GPCR modulators. Its ability to undergo regioselective coupling reactions has made it an invaluable tool in medicinal chemistry.

In terms of synthesis, benzothiazole-6-boronic acid pinacol ester can be prepared via several routes. One common method involves the coupling of benzothiazole derivatives with boronic acids using transition metal catalysts. Another approach employs oxidative coupling strategies to introduce the boronic acid group directly onto the benzothiazole ring. These methods have been optimized to ensure high yields and selectivity, making the compound readily accessible for large-scale applications.

The applications of benzothiazole-6-boronic acid pinacol ester extend beyond traditional organic synthesis. In materials science, it has been employed as a precursor for the synthesis of advanced materials such as conductive polymers and optoelectronic devices. Its ability to undergo polymerization under mild conditions has opened new avenues for the development of high-performance materials with tailored electronic properties.

Moreover, recent studies have highlighted the potential of benzothiazole-6-boronic acid pinacol ester in drug delivery systems. By incorporating this compound into polymer-based drug carriers, researchers have demonstrated enhanced drug loading capacities and controlled release profiles. This has significant implications for the treatment of chronic diseases where sustained drug delivery is critical.

Looking ahead, the continued exploration of benzothiazole-6-boronic acid pinacol ester's properties is expected to unlock new applications across multiple disciplines. Its role as a versatile building block in organic synthesis will undoubtedly remain central to its utility in both academic and industrial settings.

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