Cas no 2838445-76-2 (1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol)

1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol is a boronic ester derivative featuring a pyrrolidin-3-ol moiety, making it a versatile intermediate in organic synthesis and medicinal chemistry. The tetramethyl-1,3,2-dioxaborolane group enhances stability and reactivity, particularly in Suzuki-Miyaura cross-coupling reactions, facilitating the construction of complex biaryl structures. The hydroxyl group on the pyrrolidine ring offers additional functionalization potential, enabling further derivatization or participation in hydrogen bonding. This compound is valuable for pharmaceutical research, especially in the development of bioactive molecules, due to its balanced reactivity and structural flexibility. Its crystalline nature and moderate solubility in common organic solvents also contribute to ease of handling in synthetic applications.
1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol structure
2838445-76-2 structure
Product Name:1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol
CAS No:2838445-76-2
MF:C16H24BNO3
MW:289.177664756775
CID:5465227
PubChem ID:90042662
Update Time:2025-06-08

1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol Chemical and Physical Properties

Names and Identifiers

    • SCHEMBL15572024
    • EN300-6762291
    • Z2412197475
    • 1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol
    • 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol
    • Inchi: 1S/C16H24BNO3/c1-15(2)16(3,4)21-17(20-15)12-5-7-13(8-6-12)18-10-9-14(19)11-18/h5-8,14,19H,9-11H2,1-4H3
    • InChI Key: YVJHCOURLFOOTB-UHFFFAOYSA-N
    • SMILES: O1B(C2C=CC(=CC=2)N2CCC(C2)O)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 289.1849238g/mol
  • Monoisotopic Mass: 289.1849238g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 2
  • Complexity: 364
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 41.9?2

1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol Pricemore >>

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Additional information on 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol

Comprehensive Overview of 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol (CAS No. 2838445-76-2)

The compound 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol (CAS No. 2838445-76-2) is a boronic ester derivative with significant applications in organic synthesis, pharmaceutical research, and material science. Its unique structure, featuring a tetramethyl-1,3,2-dioxaborolane moiety and a pyrrolidin-3-ol group, makes it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions, a topic frequently searched by chemists and researchers. This compound has garnered attention due to its potential in drug discovery, particularly in the development of kinase inhibitors and other bioactive molecules.

In recent years, the demand for boronic acid derivatives has surged, driven by their role in click chemistry and bioconjugation. The 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol is no exception, as it offers excellent stability and reactivity under mild conditions. Researchers often inquire about its solubility, storage conditions, and compatibility with other reagents, reflecting its practical importance in laboratory settings. Its CAS No. 2838445-76-2 is a critical identifier for procurement and regulatory compliance, ensuring accurate sourcing for high-impact studies.

The compound's pyrrolidin-3-ol moiety contributes to its chiral properties, making it valuable for asymmetric synthesis. This aligns with the growing interest in enantioselective catalysis, a hot topic in green chemistry and sustainable drug development. Additionally, its tetramethyl-1,3,2-dioxaborolane group enhances its stability, addressing common challenges associated with boronic acid derivatives, such as protodeboronation. These features make it a preferred choice for researchers exploring C-H activation and late-stage functionalization strategies.

From an industrial perspective, 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol is increasingly referenced in patents related to OLED materials and organic electronics. Its ability to form stable complexes with transition metals has sparked interest in optoelectronic applications, a trending area in material science. Users often search for its spectroscopic data (e.g., NMR, HPLC) and synthetic protocols, underscoring its relevance in both academic and industrial workflows.

In summary, 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidin-3-ol (CAS No. 2838445-76-2) is a multifaceted compound bridging medicinal chemistry and advanced materials. Its robust synthetic utility, combined with its alignment with cutting-edge research trends, ensures its continued prominence in scientific literature and innovation.

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