tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperazine-1-carboxylate

Name: tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperazine-1-carboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 936694-19-8
Cat. No. CS-0129367
Purity≥97%
MDL No.MFCD16294502

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tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperazine-1-carboxylate|CS-0129367

Structure of 936694-19-8

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General Information

CAS No. 936694-19-8
Cat. No. CS-0129367
Purity ≥97%
MDL No. MFCD16294502
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₃₅BN₂O₄
Molecular Weight 402.34
Synonym(s) tert-butyl 4-{[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}piperazine-1-carboxylate
SMILES O=C(N1CCN(CC2=CC=C(B3OC(C)(C)C(C)(C)O3)C=C2)CC1)OC(C)(C)C

Description

tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperazine-1-carboxylate features a boronate ester group enabling efficient Suzuki-Miyaura coupling. The piperazine scaffold provides a polar, modular handle for bioactive molecule construction. This bench-stable reagent integrates readily into synthetic sequences requiring late-stage functionalization.

Application

tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperazine-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane moiety enables reliable coupling under mild conditions, while the piperazine and benzyl linkages provide structural handles for medicinal chemistry applications. Bench-stable and compatible with diverse functional groups, it facilitates efficient construction of biaryl and heterocyclic scaffolds in API development workflows.

Synthesis

Route1
- 844891-10-7
- In-stock
  
  73183-34-3
- ~82%
- In-stock
  
  936694-19-8
References
- ADVINUS THERAPEUTICS LIMITED; THAKKAR, Mahesh; KOUL, Summon; BHUNIYA, Debnath; MOOKHTIAR, Kasim; KURHADE, Santosh; MUNOT, Yogesh Patent: WO2013/157022 A1, 2013 ; Location in patent: Page/Page column 54-55 ;
Route2
- 138500-85-3
- 57260-71-6
- ~96%
- In-stock
  
  936694-19-8
References
- Spencer, John; Baltus, Christine B.; Patel, Hiren; Press, Neil J.; Callear, Samantha K.; Male, Louise; Coles, Simon J. ACS Combinatorial Science, 2011 , vol. 13, # 1 p. 24 - 31
Route3
- In-stock
  
  589-15-1
- ~%
- In-stock
  
  936694-19-8
References
- WO2013/157022 A1, ;

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

Quality Control

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Computational Chemistry Data

TPSA 51.24
LogP 3.0385
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperazine-1-carboxylate

CAS No. 936694-19-8

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