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CS-W001157 4
Total: USD 88.00

(4-(tert-Butoxycarbonyl)phenyl)boronic acid

  • CAS No. 850568-54-6

  • Cat. No. CS-W013124
  • Molecule weight222.05
  • Purity≥96%
  • MDL No.MFCD03411946

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

(4-(tert-Butoxycarbonyl)phenyl)boronic acid|CS-W013124

Structure of 850568-54-6

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General Information

  • CAS No. 850568-54-6
  • Cat. No. CS-W013124
  • Purity ≥96%
  • MDL No. MFCD03411946
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅BO₄
  • Molecular Weight 222.05
  • Synonym(s) None
  • SMILES O=C(C1=CC=C(B(O)O)C=C1)OC(C)(C)C

Description

This boronic acid features a tert-butoxycarbonyl-protected phenyl group, enabling stable incorporation into synthetic sequences. The pendant boronate moiety facilitates efficient cross-coupling reactions under mild conditions. Designed for use in Suzuki-Miyaura couplings and iterative synthesis, the protecting group permits selective deprotection following key transformations.

Application

(4-(tert-Butoxycarbonyl)phenyl)boronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura coupling reactions. The boronic acid functionality enables efficient cross-coupling with aryl halides under palladium catalysis, while the tert-butoxycarbonyl group provides orthogonal protection for subsequent amine functionalization. Its robustness and ease of purification make it ideal for iterative synthesis of complex pharmaceutical intermediates and functionalized arenes.

Synthesis

  • Route1
    • In-stock
      4-Boronobenzoic acid|CS-W019665
      14047-29-1
    • null|null
      115-11-7
    • ~%
    • In-stock
      (4-(tert-Butoxycarbonyl)phenyl)boronic acid|CS-W013124
      850568-54-6

    References

    • Journal of Organic Chemistry, , vol. 71, # 21 p. 7952 - 7966

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   66.76
  • LogP   0.3217
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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