(3-((Tert-butyldimethylsilyl)oxy)phenyl)boronic acid

Name: (3-((Tert-butyldimethylsilyl)oxy)phenyl)boronic acid
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CAS No. 261621-12-9
Cat. No. CS-0175373
Purity≥98%
MDL No.None

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(3-((Tert-butyldimethylsilyl)oxy)phenyl)boronic acid|CS-0175373

Structure of 261621-12-9

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General Information

CAS No. 261621-12-9
Cat. No. CS-0175373
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁BO₃Si
Molecular Weight 252.19
Synonym(s) boronic acid, B-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-
SMILES CC(C)([Si](C)(OC1=CC=CC(B(O)O)=C1)C)C

Description

This boronate moiety features a silyl-protected phenolic oxygen, enabling stable handling and selective deprotection during late-stage functionalization. The tert-butyldimethylsilyl group imparts enhanced solubility and moisture tolerance, while the boronic acid functionality facilitates efficient Suzuki-Miyaura coupling under standard conditions.

Application

(3-((Tert-butyldimethylsilyl)oxy)phenyl)boronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura coupling reactions. The silyl ether group provides orthogonal protection for phenolic hydroxyls, enabling selective functionalization in complex molecule synthesis. Its robustness under standard reaction conditions and compatibility with diverse coupling partners facilitate efficient construction of biaryl architectures in medicinal chemistry and materials science workflows.

Synthesis

Route1
- 121-43-7
- In-stock
  
  65423-56-5
- ~49%
- In-stock
  
  261621-12-9
References
- Bosse, Folkert; Maier, Martin E. Advanced Synthesis and Catalysis, 2000 , vol. 342, # 1 p. 6 - 9

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 49.69
LogP 1.7504
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Organosilicon compounds

Material Science Organic-Inorganic Hybrid Materials A silane coupling agent

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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(3-((Tert-butyldimethylsilyl)oxy)phenyl)boronic acid

CAS No. 261621-12-9

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