Tert-butyl 4-(3-aminophenyl)piperazine-1-carboxylate

Name: Tert-butyl 4-(3-aminophenyl)piperazine-1-carboxylate
Brand: ChemScene
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CAS No. 206879-72-3
Cat. No. CS-0042332
Purity≥96%
MDL No.MFCD06657283

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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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Tert-butyl 4-(3-aminophenyl)piperazine-1-carboxylate|CS-0042332

Structure of 206879-72-3

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General Information

CAS No. 206879-72-3
Cat. No. CS-0042332
Purity ≥96%
MDL No. MFCD06657283
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₃N₃O₂
Molecular Weight 277.36
Synonym(s) 3-(4-Boc-piperazin-1-yl)aniline
SMILES O=C(N1CCN(C2=CC=CC(N)=C2)CC1)OC(C)(C)C

Description

Tert-butyl 4-(3-aminophenyl)piperazine-1-carboxylate features a piperazine core functionalized with a tert-butyl ester and a para-aminophenyl group, enabling direct incorporation into bioactive molecule scaffolds. The electron-rich aromatic amine facilitates coupling reactions, while the bench-stable ester serves as a protected amine handle for subsequent deprotection or derivatization under mild conditions.

Application

Tert-butyl 4-(3-aminophenyl)piperazine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling the synthesis of piperazine-based bioactive molecules. The tert-butyl carbamate group offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. The pendant 3-aminophenyl moiety supports diverse coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig transformations, making it ideal for constructing complex heterocyclic scaffolds and drug candidates with enhanced solubility and metabolic stability.

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
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 58.8
LogP 2.3259
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

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-(3-aminophenyl)piperazine-1-carboxylate

CAS No. 206879-72-3

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