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CS-W001157 4
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2-(3-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 765908-38-1

  • Cat. No. CS-0007556
  • Purity≥97%
  • MDL No.MFCD05663839

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

2-(3-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0007556

Structure of 765908-38-1

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General Information

  • CAS No. 765908-38-1
  • Cat. No. CS-0007556
  • Purity ≥97%
  • MDL No. MFCD05663839
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₃BO₃
  • Molecular Weight 310.20
  • Synonym(s) 2-[3-(Benzyloxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • SMILES CC1(C)C(C)(C)OB(C2=CC=CC(OCC3=CC=CC=C3)=C2)O1

Description

This boronate ester features a benzyloxy-substituted aryl moiety, enabling efficient cross-coupling in palladium-catalyzed reactions. The tetramethyl-1,3,2-dioxaborolane scaffold confers excellent stability and moisture tolerance, simplifying handling under standard conditions.

Application

2-(3-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-benzyloxy substituent enables selective functionalization in complex molecule synthesis, while the tetramethyl-substituted dioxaborolane core ensures excellent stability and ease of purification. Functions reliably in diverse reaction conditions with broad functional group tolerance.

Synthesis

  • Route1

    References

    • US2007/209123 A1, ; Page/Page column 8 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   27.69
  • LogP   3.5648
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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