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CS-W001157 4
Total: USD 88.00

3-(Morpholino)phenylboronic acid

  • CAS No. 863377-22-4

  • Cat. No. CS-W008944
  • Purity≥98%
  • MDL No.MFCD03412095

*For research and further manufacturing use only, not for direct human use.

3-(Morpholino)phenylboronic acid|CS-W008944

Structure of 863377-22-4

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General Information

  • CAS No. 863377-22-4
  • Cat. No. CS-W008944
  • Purity ≥98%
  • MDL No. MFCD03412095
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄BNO₃
  • Molecular Weight 207.03
  • Synonym(s) 3-Morpholinophenylboronic acid
  • SMILES OB(C1=CC=CC(N2CCOCC2)=C1)O

Description

3-(Morpholino)phenylboronic acid features a boronate moiety appended to a phenyl ring bearing a morpholino substituent, enabling efficient coupling in Suzuki-Miyaura reactions. The electron-rich morpholino group enhances solubility and stabilizes the boron center under physiological conditions. This combination facilitates reliable cross-coupling with aryl halides and triflates, streamlining access to biologically relevant scaffolds in medicinal chemistry and materials science.

Application

3-(Morpholino)phenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. The morpholino group enhances solubility and modulates electronic properties, while the boronic acid functionality offers excellent stability, ease of handling, and compatibility with diverse functional groups. Its utility spans pharmaceutical intermediate synthesis and materials chemistry, particularly in the development of conjugated systems requiring precise structural control.

Synthesis

  • Route1
    • null|null
      5419-55-6
    • In-stock
      4-(3-Bromophenyl)morpholine|CS-0028751
      197846-82-5
    • ~85%
    • In-stock
      3-(Morpholino)phenylboronic acid|CS-W008944
      863377-22-4

    References

    • SENEXIS LIMITED; HORWELL, David Christopher; SCOPES, David Ian Carter Patent: WO2011/144578 A1, 2011 ; Location in patent: Page/Page column 28; 29 ;
  • Route2

    References

    • WO2011/144577 A1, ; WO 2011/144577 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.93
  • LogP   -0.797
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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