1-(4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)ethan-1-one

Name: 1-(4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)ethan-1-one
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CAS No. 1218791-38-8
Cat. No. CS-0174596
Molecule weight330.23
Purity≥98%
MDL No.None

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1-(4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)ethan-1-one|CS-0174596

Structure of 1218791-38-8

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General Information

CAS No. 1218791-38-8
Cat. No. CS-0174596
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₇BN₂O₃
Molecular Weight 330.23
Synonym(s) 4-(4-Acetylpiperazino)phenylboronic acid, pinacol ester
SMILES CC(N1CCN(C2=CC=C(B3OC(C)(C(C)(O3)C)C)C=C2)CC1)=O

Description

This boronate-functionalized piperazine derivative integrates a stable tetramethylboronate group with a ketone-linked piperazine scaffold, enabling efficient Suzuki-Miyaura coupling under standard conditions. The molecule combines enhanced stability with predictable reactivity, facilitating rapid assembly of complex aryl-piperazine architectures in medicinal chemistry and materials synthesis.

Application

1-(4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)ethan-1-one serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables reliable coupling under mild conditions, while the piperazinone moiety provides a polar, functionalized scaffold suitable for medicinal chemistry applications. Bench-stable and readily purified by flash chromatography, it facilitates efficient construction of complex biaryl and heterocyclic architectures in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  1415794-62-5
- 75-36-5
- ~%
- In-stock
  
  1218791-38-8
References
- HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo Patent: US2014/121200 A1, 2014 ; Location in patent: Paragraph 0284; 0285 ;
Route2
- In-stock
  
  470478-90-1
- ~%
- In-stock
  
  1218791-38-8
References
- HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo Patent: US2014/121200 A1, 2014 ;

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 42.01
LogP 1.6543
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)ethan-1-one

CAS No. 1218791-38-8

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