(4-(Benzyloxy)-2-formylphenyl)boronic acid

Name: (4-(Benzyloxy)-2-formylphenyl)boronic acid
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CAS No. 139962-97-3
Cat. No. CS-0156177
Purity≥98%
MDL No.MFCD02179486

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(4-(Benzyloxy)-2-formylphenyl)boronic acid|CS-0156177

Structure of 139962-97-3

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General Information

CAS No. 139962-97-3
Cat. No. CS-0156177
Purity ≥98%
MDL No. MFCD02179486
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₃BO₄
Molecular Weight 256.07
Synonym(s) piperidine, 4,4'-(1,3-propanediyl)bis[1-methyl-
SMILES C1=CC=C(C=C1)COC2=CC=C(C(=C2)C=O)B(O)O

Description

This boronate moiety integrates a benzyloxy-substituted aryl scaffold with a formyl group at the ortho position, enabling direct coupling in Suzuki-Miyaura reactions. The para-formyl functionality supports further derivatization via condensation or reductive amination. Bench-stable under standard conditions, it offers enhanced solubility and handling convenience for synthetic applications.

Application

(4-(Benzyloxy)-2-formylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling the construction of biaryl scaffolds with high functional group tolerance. The ortho-formyl group facilitates downstream transformations such as cyclizations and oxime formations, while the benzyloxy substituent provides stability and ease of purification. Its bench-stable nature and compatibility with standard reaction conditions make it a practical choice for complex molecule synthesis.

Synthesis

Route1
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References
- Kotian, Pravin L.; Krishnan, Raman; Rowland, Scott; El-Kattan, Yahya; Saini, Surendra K.; Upshaw, Ramanda; Bantia, Shanta; Arnold, Shane; Sudhakar Babu; Chand, Pooran Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 11 p. 3934 - 3958

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 66.76
LogP 0.7579
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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(4-(Benzyloxy)-2-formylphenyl)boronic acid

CAS No. 139962-97-3

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