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Catalog Number:
40102
CAS Number:
380430-68-2
3-[(tert-Butoxycarbonyl)amino]phenylboronic acid
Purity:
95 - 105% (Assay by titration)
Synonym(s):
3-[(tert-Butoxycarbonyl)amino]benzeneboronic acid, 3-(Boc-amino)phenylboronic acid, 3-(Boc-amino)benzeneboronic acid
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Product Information

3-[(tert-Butoxycarbonyl)amino]phenylboronic acid is a versatile compound widely utilized in organic synthesis and medicinal chemistry. This boronic acid derivative is particularly valued for its ability to form stable complexes with diols, making it an essential reagent in Suzuki-Miyaura cross-coupling reactions. Researchers and industry professionals leverage its unique properties to develop pharmaceuticals, agrochemicals, and advanced materials. The tert-butoxycarbonyl (Boc) protecting group enhances the compound's stability and reactivity, facilitating its use in various synthetic pathways.

In addition to its role in cross-coupling reactions, 3-[(tert-Butoxycarbonyl)amino]phenylboronic acid is instrumental in the design of boron-based sensors and drug delivery systems. Its compatibility with biological systems opens avenues for targeted therapies and diagnostics, particularly in cancer research. With its broad applicability and unique features, this compound stands out as a valuable tool for chemists aiming to innovate in their respective fields.

Synonyms
3-[(tert-Butoxycarbonyl)amino]benzeneboronic acid, 3-(Boc-amino)phenylboronic acid, 3-(Boc-amino)benzeneboronic acid
CAS Number
380430-68-2
Purity
95 - 105% (Assay by titration)
Molecular Formula
C11H16BNO4
Molecular Weight
237.06
MDL Number
MFCD03411945
PubChem ID
2773228
Melting Point
168 °C (dec.)
Density
1.18 g/mL
Appearance
White to light yellow crystalline powder
Refractive Index
n20D 1.53
Conditions
Store at RT
General Information
Synonyms
3-[(tert-Butoxycarbonyl)amino]benzeneboronic acid, 3-(Boc-amino)phenylboronic acid, 3-(Boc-amino)benzeneboronic acid
CAS Number
380430-68-2
Purity
95 - 105% (Assay by titration)
Molecular Formula
C11H16BNO4
Molecular Weight
237.06
MDL Number
MFCD03411945
PubChem ID
2773228
Melting Point
168 °C (dec.)
Density
1.18 g/mL
Appearance
White to light yellow crystalline powder
Refractive Index
n20D 1.53
Conditions
Store at RT
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

3-[(tert-Butoxycarbonyl)amino]phenylboronic acid is widely utilized in research focused on:

  • Drug Development: This compound serves as a crucial building block in the synthesis of boronic acid-based pharmaceuticals, which are important for treating various diseases, including cancer and diabetes.
  • Bioconjugation: It is used in bioconjugation processes to attach biomolecules to surfaces or other molecules, enhancing the efficacy of drug delivery systems in targeted therapies.
  • Chemical Synthesis: This chemical plays a significant role in organic synthesis, particularly in the formation of C–C bonds, which is essential for creating complex organic molecules.
  • Research in Catalysis: It is employed in catalytic reactions, particularly in Suzuki-Miyaura cross-coupling reactions, which are vital in the development of new materials and pharmaceuticals.
  • Diagnostics: The compound is also explored in the development of diagnostic tools, where its ability to form complexes with certain biomolecules can be utilized for detection purposes.

Citations