Benzyl piperazine-1-carboxylate

Name: Benzyl piperazine-1-carboxylate
Brand: ChemScene
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CAS No. 31166-44-6
Cat. No. CS-W002603
Purity≥97%
MDL No.MFCD00274317

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Benzyl piperazine-1-carboxylate|CS-W002603

Structure of 31166-44-6

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General Information

CAS No. 31166-44-6
Cat. No. CS-W002603
Purity ≥97%
MDL No. MFCD00274317
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆N₂O₂
Molecular Weight 220.27
Synonym(s) None
SMILES O=C(OCC1=CC=CC=C1)N2CCNCC2

Description

Benzyl piperazine-1-carboxylate features a piperazine core functionalized with a benzyl ester group, enabling facile hydrolysis under mild conditions. This moiety serves as a protected amine handle in synthetic sequences, integrating readily into bioactive molecule scaffolds while maintaining stability during standard handling procedures.

Application

Benzyl piperazine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient introduction of the piperazine scaffold into target molecules. Its benzyl ester group provides excellent bench stability and facilitates straightforward deprotection under standard hydrogenolysis conditions. The compound exhibits robust functional group tolerance and is widely employed in the synthesis of bioactive heterocycles and API intermediates via nucleophilic substitution or coupling reactions.

Synthesis

Route1
- 110-85-0
- 501-53-1
- ~96%
- In-stock
  
  31166-44-6
References
- Oliver, Morag; Jorgensen, Michael R.; Miller, Andrew D. Synlett, 2004 , # 3 p. 453 - 456
Route2
- 121370-60-3
- ~99%
- In-stock
  
  31166-44-6
References
- Loewik, Dennis W. P. M.; Lowe, Christopher R. European Journal of Organic Chemistry, 2001 , # 15 p. 2825 - 2840
Route3
- 93871-69-3
- ~99%
- In-stock
  
  31166-44-6
References
- Miller, Steven P.; Zhong, Yong-Li; Liu, Zhijian; Simeone, Michael; Yasuda, Nobuyoshi; Limanto, John; Chen, Zheng; Lynch, Joseph; Capodanno, Vincent Organic Letters, 2014 , vol. 16, # 1 p. 174 - 177

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-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 41.57
LogP 1.2284
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Benzyl piperazine-1-carboxylate

CAS No. 31166-44-6

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