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

  • CAS No. 754226-40-9

  • Cat. No. CS-0089501
  • Purity≥98%
  • MDL No.MFCD04974107

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

2-(4-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0089501

Structure of 754226-40-9

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General Information

  • CAS No. 754226-40-9
  • Cat. No. CS-0089501
  • Purity ≥98%
  • MDL No. MFCD04974107
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₃BO₃
  • Molecular Weight 310.20
  • Synonym(s) 4-Benzyloxyphenylboronic Acid Pinacol Ester
  • SMILES CC(O1)(C)C(C)(C)OB1C2=CC=C(OCC3=CC=CC=C3)C=C2

Description

This boronate ester integrates a benzyloxy-substituted phenyl moiety with a stable tetramethyl-1,3,2-dioxaborolane ring, enabling efficient Suzuki-Miyaura coupling under standard conditions. The benzyl protecting group ensures excellent shelf stability and compatibility with diverse reaction environments.

Application

2-(4-(Benzyloxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-friendly boronate building block for Suzuki-Miyaura cross-coupling reactions. The benzyloxy group provides orthogonal protection and enhances solubility, while the tetramethyl-substituted dioxaborolane core ensures excellent shelf stability and compatibility with diverse reaction conditions. It facilitates efficient C–C bond formation in complex molecule synthesis, particularly in medicinal chemistry and natural product derivatization 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

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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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