Cas no 943552-28-1 (2-BROMOPHENYL BORONIC ACID, N-METHYLCARBOXY-N-METHYLGLYCINATE)

2-Bromophenyl boronic acid is a versatile boronic acid derivative commonly employed in Suzuki-Miyaura cross-coupling reactions, facilitating the synthesis of biaryl compounds with high selectivity and efficiency. Its bromine substituent enhances reactivity in palladium-catalyzed transformations, making it valuable in pharmaceutical and material science applications. N-Methylcarboxy-N-methylglycinate is a functionalized glycine derivative, often utilized as a building block in peptide synthesis and medicinal chemistry. The methyl ester and carboxyl groups provide reactivity for further modifications, while the N-methylation improves metabolic stability. Both compounds are characterized by their purity and consistent performance in synthetic applications.
2-BROMOPHENYL BORONIC ACID, N-METHYLCARBOXY-N-METHYLGLYCINATE structure
943552-28-1 structure
Product Name:2-BROMOPHENYL BORONIC ACID, N-METHYLCARBOXY-N-METHYLGLYCINATE
CAS No:943552-28-1
MF:C11H11BBrNO4
MW:311.924342393875
CID:1983971
PubChem ID:71310655
Update Time:2025-11-02

2-BROMOPHENYL BORONIC ACID, N-METHYLCARBOXY-N-METHYLGLYCINATE Chemical and Physical Properties

Names and Identifiers

    • 2-BROMOPHENYL BORONIC ACID, N-METHYLCARBOXY-N-METHYLGLYCINATE
    • 2-Bromophenylboronic acid MIDA ester, 95%
    • 943552-28-1
    • 2-Bromophenylboronic acid MIDA ester
    • SY038356
    • Boron, (2-bromophenyl)[N-[(carboxy-kappaO)methyl]-N-methylglycinato(2-)-kappaN,kappaO]-, (T-4)-
    • 2-(2-Bromophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
    • DTXSID40746278
    • MFCD11215210
    • 1257649-57-2
    • DTXCID70697022
    • 2-(2-Bromophenyl)-6-methyl-1,3,6,2-dioxazaboracane-4,8-dione
    • Inchi: 1S/C11H11BBrNO4/c1-14-6-10(15)17-12(18-11(16)7-14)8-4-2-3-5-9(8)13/h2-5H,6-7H2,1H3
    • InChI Key: OKCCXZGVZLOVRX-UHFFFAOYSA-N
    • SMILES: BrC1C=CC=CC=1B1OC(CN(C)CC(=O)O1)=O

Computed Properties

  • Exact Mass: 310.99645Da
  • Monoisotopic Mass: 310.99645Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • 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: 55.8?2

2-BROMOPHENYL BORONIC ACID, N-METHYLCARBOXY-N-METHYLGLYCINATE Pricemore >>

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2-BROMOPHENYL BORONIC ACID, N-METHYLCARBOXY-N-METHYLGLYCINATE Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:943552-28-1)2-BROMOPHENYL BORONIC ACID, N-METHYLCARBOXY-N-METHYLGLYCINATE
Order Number:A1247611
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 18:37
Price ($):352

Additional information on 2-BROMOPHENYL BORONIC ACID, N-METHYLCARBOXY-N-METHYLGLYCINATE

2-Bromophenyl Boronic Acid, N-Methylcarboxy-N-Methylglycinate (CAS 943552-28-1): A Versatile Boronic Acid Derivative for Advanced Applications

2-Bromophenyl boronic acid, N-methylcarboxy-N-methylglycinate (CAS 943552-28-1) is a highly specialized boronic acid derivative that has gained significant attention in pharmaceutical research, organic synthesis, and material science. This compound combines the unique reactivity of boronic acids with the structural features of N-methylglycine derivatives, making it a valuable building block for various applications.

The growing interest in boronic acid compounds stems from their remarkable ability to form reversible covalent bonds with diols and other nucleophiles. This property has made them indispensable in drug discovery, particularly in the development of protease inhibitors and enzyme-targeted therapies. The 2-bromophenyl moiety in this compound provides additional reactivity for further functionalization through cross-coupling reactions.

Recent advancements in Suzuki-Miyaura coupling reactions have highlighted the importance of boronic acid derivatives like 2-bromophenyl boronic acid, N-methylcarboxy-N-methylglycinate. Researchers are particularly interested in how this compound can facilitate the synthesis of complex molecular architectures for bioconjugation and targeted drug delivery systems.

In the field of medicinal chemistry, this compound shows promise for developing novel biomarkers and diagnostic agents. Its ability to interact with biological molecules while maintaining stability under physiological conditions makes it attractive for molecular imaging applications. The N-methylcarboxy-N-methylglycinate portion enhances water solubility, addressing a common challenge with many aromatic boronic acids.

The synthesis of 2-bromophenyl boronic acid, N-methylcarboxy-N-methylglycinate typically involves multi-step organic transformations. Modern flow chemistry techniques have improved the efficiency of producing such functionalized boronic acids, reducing reaction times and improving yields. These advancements are particularly relevant to researchers searching for "efficient boronic acid synthesis methods" or "scalable production of specialty boronic acids".

Quality control of CAS 943552-28-1 requires specialized analytical techniques. Common characterization methods include NMR spectroscopy, HPLC analysis, and mass spectrometry. The compound typically appears as a white to off-white crystalline powder with specific solubility characteristics that are important for formulation scientists.

From a regulatory perspective, 2-bromophenyl boronic acid derivatives require careful handling according to standard laboratory safety protocols. While not classified as hazardous under normal conditions, proper chemical storage and waste disposal procedures should always be followed when working with this class of compounds.

The market for specialty boronic acids like 2-bromophenyl boronic acid, N-methylcarboxy-N-methylglycinate has grown steadily, driven by increasing demand from the pharmaceutical industry and academic research institutions. Suppliers offering high-purity grades of this compound often highlight its applications in catalysis research and bioconjugation chemistry.

Future research directions for CAS 943552-28-1 include exploring its potential in smart materials and responsive polymer systems. The compound's ability to participate in dynamic covalent chemistry makes it interesting for developing self-healing materials and stimuli-responsive drug carriers.

For researchers investigating "boronic acid-based sensors" or "reversible covalent bonding in drug design", 2-bromophenyl boronic acid, N-methylcarboxy-N-methylglycinate offers unique opportunities. Its dual functionality allows for creative molecular design approaches that are currently being explored in cutting-edge chemical biology research.

The stability profile of 943552-28-1 under various conditions is an important consideration for practical applications. Studies have shown that proper storage in anhydrous conditions at controlled temperatures can maintain the compound's integrity for extended periods, making it reliable for long-term research projects.

In summary, 2-bromophenyl boronic acid, N-methylcarboxy-N-methylglycinate represents an important tool in modern synthetic and medicinal chemistry. Its combination of boronic acid reactivity and amino acid-like properties creates numerous possibilities for innovation in drug development, materials science, and chemical biology research.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:943552-28-1)2-BROMOPHENYL BORONIC ACID, N-METHYLCARBOXY-N-METHYLGLYCINATE
A1247611
Purity:99%
Quantity:25g
Price ($):352
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