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CS-W001157 4
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4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-amine

  • CAS No. 1008788-39-3

  • Cat. No. CS-0147310
  • Purity≥97%
  • MDL No.None

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

4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-amine|CS-0147310

Structure of 1008788-39-3

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General Information

  • CAS No. 1008788-39-3
  • Cat. No. CS-0147310
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₂BNO₂
  • Molecular Weight 295.18
  • Synonym(s) 4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-biphenylamine
  • SMILES NC1=CC=C(C2=CC=C(B3OC(C)(C)C(C)(C)O3)C=C2)C=C1

Description

This boronate-functionalized biphenyl amine integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, offering robust stability and high reactivity under standard conditions. The tetramethylborolane moiety enables efficient C–C bond formation, while the para-amino substitution enhances solubility and facilitates downstream derivatization in synthetic and medicinal chemistry applications.

Application

4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-amine serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient construction of biaryl scaffolds under mild conditions. The boronate ester functionality exhibits high stability, excellent functional group tolerance, and compatibility with diverse reaction partners, facilitating rapid access to complex heterocyclic and pharmaceutical building blocks. Its bench-stable nature simplifies handling and purification in routine synthetic workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   3.235
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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