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

  • CAS No. 1027757-13-6

  • Cat. No. CS-M0703
  • Purity≥97%
  • MDL No.MFCD03001334

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

2-(2-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-M0703

Structure of 1027757-13-6

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General Information

  • CAS No. 1027757-13-6
  • Cat. No. CS-M0703
  • Purity ≥97%
  • MDL No. MFCD03001334
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₃BO₃
  • Molecular Weight 310.20
  • Synonym(s) 2-Benzyloxyphenylboronic acid pinacol ester
  • SMILES CC1(C)OB(C(C=CC=C2)=C2OCC3=CC=CC=C3)OC(C)1C

Description

This boronate ester features a benzyloxy-substituted phenyl group paired with a tetramethyl-1,3,2-dioxaborolane moiety, enabling stable, room-temperature coupling in Suzuki-Miyaura reactions. The benzyl protecting group enhances solubility and minimizes protodeboronation, delivering reliable cross-coupling efficiency under standard conditions.

Application

2-(2-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-benzyloxy-substituted arylboronate enables efficient construction of complex biaryl scaffolds with excellent functional group tolerance and predictable regiochemistry. The tetramethyl dioxaborolane moiety enhances stability and simplifies purification, making it ideal for iterative synthesis in medicinal chemistry and process development 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-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   27.69
  • LogP   3.5648
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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