Cas no 1048647-68-2 (3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester)

3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester is a boronic ester derivative featuring a benzylaminocarbonyl substituent, which enhances its stability and reactivity in cross-coupling reactions. The pinacol ester group provides improved handling characteristics and shelf stability compared to free boronic acids. This compound is particularly useful in Suzuki-Miyaura couplings, where it serves as a versatile intermediate for constructing biaryl and heteroaryl structures in pharmaceutical and materials chemistry. Its well-defined structure ensures consistent performance in catalytic transformations, while the benzylaminocarbonyl moiety offers additional functionalization opportunities. Suitable for use under inert conditions, it is a valuable reagent for synthetic applications requiring precise control over reactivity.
3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester structure
1048647-68-2 structure
Product Name:3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester
CAS No:1048647-68-2
MF:C20H24BNO3
MW:337.220465660095
MDL:MFCD09266183
CID:829077
PubChem ID:46739040
Update Time:2025-06-30

3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester Chemical and Physical Properties

Names and Identifiers

    • N-Benzyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
    • 3-(N-Benzylaminocarbonyl)phenylboronic acid, pinacol ester
    • 3-(BENZYLAMINOCARBONYL)BENZENEBORONIC ACID PINACOL ESTER
    • A-9204
    • AMTB049
    • N-benzyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide
    • 3-(N-Benzylaminocarbonyl)phenylboronic acid,pinacol
    • 3-(BENZYLAMINOCARBONYL)PHENYLBORONIC ACID PINACOL ESTER
    • [3-(Benzylamino-1-carbonyl)phenyl]boronic acid pinacol ester
    • N-(Phenylmethyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
    • 3-(N-Benzylaminocarbonyl)phenylboronic acid pinacol ester
    • N-benzyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
    • CS-0175476
    • J-001276
    • AKOS016004592
    • 1048647-68-2
    • MFCD09266183
    • SB83555
    • DTXSID90674678
    • AS-2291
    • YRB64768
    • 3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester
    • MDL: MFCD09266183
    • Inchi: 1S/C20H24BNO3/c1-19(2)20(3,4)25-21(24-19)17-12-8-11-16(13-17)18(23)22-14-15-9-6-5-7-10-15/h5-13H,14H2,1-4H3,(H,22,23)
    • InChI Key: FIKRNCQRGXLNPR-UHFFFAOYSA-N
    • SMILES: O1B(C2C=CC=C(C(NCC3C=CC=CC=3)=O)C=2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 337.18500
  • Monoisotopic Mass: 337.1849238g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 4
  • Complexity: 458
  • 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: 47.6

Experimental Properties

  • Density: 1.11±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 155-158°C
  • PSA: 47.56000
  • LogP: 3.30670

3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester Security Information

3-(N-Benzylaminocarbonyl)phenylboronic 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%

3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester Pricemore >>

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abcr
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3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester Production Method

Additional information on 3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester

Comprehensive Overview of 3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester (CAS No. 1048647-68-2)

3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester (CAS No. 1048647-68-2) is a highly specialized boronic acid derivative that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This compound, characterized by its unique phenylboronic acid pinacol ester moiety and N-benzylaminocarbonyl functional group, serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic chemistry. Its molecular structure combines the stability of the pinacol ester with the reactivity of the boronic acid, making it an invaluable tool for researchers.

In recent years, the demand for boronic acid derivatives like 3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester has surged due to their pivotal role in drug discovery and development. The compound's ability to form stable covalent bonds with diols and other nucleophiles has made it a key player in the design of protease inhibitors and enzyme-targeted therapeutics. Additionally, its applications extend to the development of fluorescent sensors and bioconjugation strategies, aligning with the growing interest in precision medicine and diagnostic tools.

One of the most frequently searched questions regarding this compound is: "What are the applications of 3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester in drug discovery?" The answer lies in its role as a key intermediate for synthesizing biologically active molecules. For instance, it has been utilized in the preparation of tyrosine kinase inhibitors and anticancer agents, addressing the urgent need for novel therapies in oncology. Its compatibility with green chemistry principles, such as low toxicity and high selectivity, further enhances its appeal in sustainable pharmaceutical manufacturing.

Another trending topic in the scientific community is the use of boronic acid esters in material science. 3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester has been explored for its potential in creating self-healing polymers and smart materials. These materials respond dynamically to environmental stimuli, such as pH or glucose levels, making them ideal for biomedical engineering and wearable technology. Researchers are particularly intrigued by its ability to form reversible bonds, a property that could revolutionize the design of adaptive coatings and drug delivery systems.

From an industrial perspective, the synthesis and scalability of 3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester have been optimized to meet the demands of large-scale production. Advances in catalytic methodologies and flow chemistry have reduced production costs while maintaining high purity, a critical factor for regulatory compliance in the pharmaceutical sector. This aligns with the broader industry trend toward cost-effective and sustainable chemical processes, a topic frequently searched by professionals in the field.

In conclusion, 3-(N-Benzylaminocarbonyl)phenylboronic Acid Pinacol Ester (CAS No. 1048647-68-2) represents a multifaceted compound with far-reaching implications across multiple disciplines. Its unique chemical properties, coupled with its applications in drug development, material science, and industrial chemistry, underscore its importance in contemporary research. As the scientific community continues to explore its potential, this compound is poised to remain at the forefront of innovation, addressing some of the most pressing challenges in modern science and technology.

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