tert-Butyl 4-phenylpiperazine-1-carboxylate

Name: tert-Butyl 4-phenylpiperazine-1-carboxylate
Brand: ChemScene
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CAS No. 77278-63-8
Cat. No. CS-0039083
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl 4-phenylpiperazine-1-carboxylate|CS-0039083

Structure of 77278-63-8

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General Information

CAS No. 77278-63-8
Cat. No. CS-0039083
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₂N₂O₂
Molecular Weight 262.35
Synonym(s) N-(tert-Butoxycarbonyl)-N'-phenylpiperazine
SMILES CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=CC=C2

Description

tert-Butyl 4-phenylpiperazine-1-carboxylate features a bench-stable, moisture-tolerant carbamate protecting group that simplifies purification and handling. The phenylpiperazine core delivers enhanced lipophilicity and π-stacking potential, enabling efficient integration into bioactive scaffolds for medicinal chemistry applications.

Application

tert-Butyl 4-phenylpiperazine-1-carboxylate serves as a stable, bench-ready building block for the synthesis of bioactive piperazine derivatives. Its tert-butyl carbamate group enables straightforward deprotection under mild acidic conditions, while the phenylpiperazine core provides a versatile scaffold for medicinal chemistry applications. The compound exhibits excellent functional group tolerance and facilitates efficient coupling reactions in standard peptide and small-molecule synthesis workflows.

Synthesis

Route1
- 92-54-6
- In-stock
  
  24424-99-5
- ~94%
- In-stock
  
  77278-63-8
References
- Varala, Ravi; Nuvula, Sreelatha; Adapa, Srinivas R. Journal of Organic Chemistry, 2006 , vol. 71, # 21 p. 8283 - 8286
Route2
- 108-86-1
- 57260-71-6
- ~79%
- In-stock
  
  77278-63-8
References
- BIOENERGENIX; MCCALL, John, M.; MCKEARN, John; ROMERO, Donnal, L.; CLAIR, Michael Patent: WO2011/28947 A2, 2011 ; Location in patent: Page/Page column 58-59 ; WO 2011/028947 A1
Route3
- In-stock
  
  591-50-4
- 57260-71-6
- ~50%
- In-stock
  
  77278-63-8
References
- Yong, Fui-Fong; Teo, Yong-Chua; Tan, Khee-Ngiap Tetrahedron Letters, 2013 , vol. 54, # 39 p. 5332 - 5334

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

Quality Control

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Computational Chemistry Data

TPSA 32.78
LogP 2.7437
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

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-phenylpiperazine-1-carboxylate

CAS No. 77278-63-8

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