3,5-Dimethylisoxazole-4-boronic acid pinacol ester

Name: 3,5-Dimethylisoxazole-4-boronic acid pinacol ester
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CAS No. 832114-00-8
Cat. No. CS-D1108
Molecule weight223.08
Purity≥98%
MDL No.MFCD05863910

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3,5-Dimethylisoxazole-4-boronic acid pinacol ester|CS-D1108

Structure of 832114-00-8

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General Information

CAS No. 832114-00-8
Cat. No. CS-D1108
Purity ≥98%
MDL No. MFCD05863910
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₈BNO₃
Molecular Weight 223.08
Synonym(s) None
SMILES CC1=C(B2OC(C)(C)C(C)(C)O2)C(C)=NO1

Description

3,5-Dimethylisoxazole-4-boronic acid pinacol ester delivers a stable, bench-ready boronate handle for Suzuki-Miyaura couplings. The electron-rich isoxazole core enhances reactivity, while the pinacol ester confers moisture tolerance and ease of handling. This compound integrates seamlessly into complex molecular architectures under standard conditions.

Application

3,5-Dimethylisoxazole-4-boronic acid pinacol ester serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its pinacol boronate ester functionality enables reliable C–C bond formation under mild conditions, with excellent functional group tolerance and ease of purification. The 3,5-dimethylisoxazole core provides a rigid, electron-rich heterocyclic scaffold useful in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  10558-25-5
- In-stock
  
  73183-34-3
- ~82%
- In-stock
  
  832114-00-8
References
- Tang, Wenjun; Keshipeddy, Santosh; Zhang, Yongda; Wei, Xudong; Savoie, Jolaine; Patel, Nitinchandra D.; Yee, Nathan K.; Senanayake, Chris H. Organic Letters, 2011 , vol. 13, # 6 p. 1366 - 1369
Route2
- In-stock
  
  10557-85-4
- 25015-63-8
- ~64%
- In-stock
  
  832114-00-8
References
- Li, Gao-Qiang; Kiyomura, Shunsuke; Yamamoto, Yasunori; Miyaura, Norio Chemistry Letters, 2011 , vol. 40, # 7 p. 702 - 704

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 44.49
LogP 1.59064
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Isoxazole compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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3,5-Dimethylisoxazole-4-boronic acid pinacol ester

CAS No. 832114-00-8

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