Cas no 1451390-83-2 (2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid)

2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid is a boronic acid derivative featuring a tert-butylcarbonylamino group and a chloro substituent on the phenyl ring. This compound is primarily utilized as an intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of biaryl structures with high selectivity and efficiency. The tert-butylcarbonyl (Boc) protecting group enhances stability during synthetic processes, while the chloro substituent offers additional reactivity for further functionalization. Its well-defined structure and consistent purity make it a reliable reagent for pharmaceutical and materials science research. The boronic acid moiety ensures compatibility with a wide range of palladium-catalyzed transformations, facilitating applications in complex molecule construction.
2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid structure
1451390-83-2 structure
Product Name:2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid
CAS No:1451390-83-2
MF:C11H15BClNO3
MW:255.505702257156
MDL:MFCD01114877
CID:4733616
Update Time:2025-11-01

2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(tert-Butylcarbonylamino)-6-chlorophenylboronic acid
    • (2-Chloro-6-pivalamidophenyl)boronic acid
    • BC001631
    • Z1253
    • 2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid
    • MDL: MFCD01114877
    • Inchi: 1S/C11H15BClNO3/c1-11(2,3)10(15)14-8-6-4-5-7(13)9(8)12(16)17/h4-6,16-17H,1-3H3,(H,14,15)
    • InChI Key: SPNIKRUJDDBTIY-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC(=C1B(O)O)NC(C(C)(C)C)=O

Computed Properties

  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 280
  • Topological Polar Surface Area: 69.6

2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Matrix Scientific
199611-1g
[2-Chloro-6-(2,2-dimethylpropanoylamino)phenyl]boronic acid
1451390-83-2
1g
$1216.00 2023-09-10
Matrix Scientific
199611-25g
[2-Chloro-6-(2,2-dimethylpropanoylamino)phenyl]boronic acid
1451390-83-2
25g
$5441.00 2023-09-10
TRC
B812678-50mg
2-(Tert-Butylcarbonylamino)-6-Chlorophenylboronic Acid
1451390-83-2
50mg
$ 70.00 2022-06-06
TRC
B812678-100mg
2-(Tert-Butylcarbonylamino)-6-Chlorophenylboronic Acid
1451390-83-2
100mg
$ 95.00 2022-06-06
TRC
B812678-500mg
2-(Tert-Butylcarbonylamino)-6-Chlorophenylboronic Acid
1451390-83-2
500mg
$ 365.00 2022-06-06
abcr
AB515706-1 g
2-(t-Butylcarbonylamino)-6-chlorophenylboronic acid
1451390-83-2
1g
€320.30 2023-04-17
abcr
AB515706-5 g
2-(t-Butylcarbonylamino)-6-chlorophenylboronic acid
1451390-83-2
5g
€1,018.30 2023-04-17
eNovation Chemicals LLC
D637096-5g
(2-chloro-6-pivalamidophenyl)boronic acid
1451390-83-2 95%
5g
$800 2024-08-03
abcr
AB515706-1g
2-(t-Butylcarbonylamino)-6-chlorophenylboronic acid; .
1451390-83-2
1g
€380.60 2025-02-21
abcr
AB515706-5g
2-(t-Butylcarbonylamino)-6-chlorophenylboronic acid; .
1451390-83-2
5g
€1223.60 2025-02-21

Additional information on 2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid

2-(Tert-Butylcarbonylamino)-6-Chlorophenylboronic Acid (CAS No. 1451390-83-2): A Versatile Compound in Modern Medicinal Chemistry

2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid (CAS No. 1451390-83-2) is a versatile compound that has gained significant attention in the field of medicinal chemistry due to its unique structural features and potential applications in drug discovery and development. This compound, characterized by its boronic acid functionality and a tert-butylcarbonylamino substituent, offers a range of opportunities for synthetic chemists and pharmaceutical researchers.

The tert-butylcarbonylamino group in 2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid provides enhanced stability and reactivity, making it an attractive building block for the synthesis of complex molecules. The presence of the chloro substituent on the phenyl ring further enhances its reactivity and selectivity in various chemical reactions, particularly in cross-coupling reactions and bioconjugation processes.

Recent studies have highlighted the importance of boronic acids in medicinal chemistry, particularly in the development of targeted therapies. The boronic acid functionality in 2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid can be utilized to form stable complexes with metal ions, which can be crucial for the design of metal-based drugs and imaging agents. Additionally, the boronic acid group can participate in reversible binding interactions with biological targets, such as carbohydrates and proteins, making it a valuable tool in the development of diagnostic agents and therapeutic molecules.

In the context of drug discovery, 2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid has shown promise as a scaffold for the development of small molecule inhibitors. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibited potent inhibitory activity against specific kinases involved in cancer progression. The ability to fine-tune the properties of these derivatives through structural modifications has opened new avenues for the design of more selective and effective therapeutic agents.

Moreover, 2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid has been explored for its potential use in bioconjugation reactions. The boronic acid group can form covalent bonds with hydroxyl groups on biomolecules, such as sugars and amino acids, enabling the creation of targeted drug delivery systems. This property has been leveraged in the development of prodrugs that are activated upon reaching specific cellular environments, thereby enhancing their therapeutic efficacy while minimizing side effects.

The synthetic accessibility of 2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid is another factor contributing to its popularity among researchers. Various synthetic routes have been developed to efficiently produce this compound, including palladium-catalyzed cross-coupling reactions and multistep synthesis strategies. These methods allow for high yields and purity, ensuring that the compound can be readily incorporated into complex molecular architectures.

In addition to its applications in drug discovery and bioconjugation, 2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid has also been investigated for its potential use in materials science. The unique electronic properties of boronic acids make them suitable for applications in organic electronics and photovoltaic devices. Recent research has shown that derivatives of this compound can be used to create functional materials with tunable optical and electronic properties, opening new possibilities for advanced technological applications.

The versatility of 2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid extends beyond its chemical properties. Its ability to form stable complexes with metal ions has led to its use in catalysis, where it can serve as a ligand for transition metal catalysts. This application is particularly relevant in the field of homogeneous catalysis, where efficient and selective catalysts are essential for industrial processes.

In conclusion, 2-(Tert-Butylcarbonylamino)-6-chlorophenylboronic acid (CAS No. 1451390-83-2) is a multifaceted compound with a wide range of applications in medicinal chemistry, bioconjugation, materials science, and catalysis. Its unique structural features and reactivity profile make it an invaluable tool for researchers seeking to develop innovative solutions in these fields. As ongoing research continues to uncover new possibilities, this compound is likely to play an increasingly important role in advancing scientific knowledge and technological innovation.

Recommended suppliers
Shenzhen Yaoyuan R&D Center Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shenzhen Yaoyuan R&D Center Co.,Ltd
Hubei Cuiyuan Biotechnology Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hubei Cuiyuan Biotechnology Co.,Ltd
ASIACHEM I&E (JIANGSU) CO., LTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
ASIACHEM I&E (JIANGSU) CO., LTD
Henan Dongyan Pharmaceutical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Henan Dongyan Pharmaceutical Co., Ltd
Nanjing jingzhu bio-technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing jingzhu bio-technology Co., Ltd.