4-Benzyloxycarbonylpiperazin-2-one

Name: 4-Benzyloxycarbonylpiperazin-2-one
Brand: ChemScene
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CAS No. 78818-15-2
Cat. No. CS-W002474
Purity≥98%
MDL No.MFCD00173924

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
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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4-Benzyloxycarbonylpiperazin-2-one|CS-W002474

Structure of 78818-15-2

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General Information

CAS No. 78818-15-2
Cat. No. CS-W002474
Purity ≥98%
MDL No. MFCD00173924
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₄N₂O₃
Molecular Weight 234.25
Synonym(s) Benzyl 3-oxopiperazine-1-carboxylate
SMILES O=C1NCCN(C1)C(=O)OCc1ccccc1

Description

4-Benzyloxycarbonylpiperazin-2-one features a benzyl-protected piperazinone core, offering a stable, bench-ready scaffold for medicinal chemistry. The carbamate group enables selective deprotection under mild conditions, while the electron-deficient ketone facilitates downstream functionalization. This derivative integrates seamlessly into peptide conjugation and macrocyclic synthesis workflows.

Application

4-Benzyloxycarbonylpiperazin-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to piperazinone-based scaffolds. Its benzyloxycarbonyl group provides orthogonal protection for amine functionalities, facilitating sequential functionalization. The molecule exhibits excellent bench stability and compatibility with standard coupling reactions, simplifying purification and integration into multi-step syntheses of bioactive compounds.

Synthesis

Route1
- In-stock
  
  5625-67-2
- 501-53-1
- ~10%
- In-stock
  
  78818-15-2
References
- Fryer, R. Ian; Kudzma, Linas V.; Gu, Zi-Qiang; Lin, Kuei-Ying Journal of Organic Chemistry, 1991 , vol. 56, # 11 p. 3715 - 3719

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

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Computational Chemistry Data

TPSA 58.64
LogP 0.755
H_Acceptors 3
H_Donors 1
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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4-Benzyloxycarbonylpiperazin-2-one

CAS No. 78818-15-2

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