Benzyl 3-bromo-4-oxopiperidine-1-carboxylate

Name: Benzyl 3-bromo-4-oxopiperidine-1-carboxylate
Brand: ChemScene
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CAS No. 174184-13-5
Cat. No. CS-0145778
Purity≥95%
MDL No.MFCD09953304

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Benzyl 3-bromo-4-oxopiperidine-1-carboxylate|CS-0145778

Structure of 174184-13-5

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Description

Benzyl 3-bromo-4-oxopiperidine-1-carboxylate features a brominated piperidine core with a carbamate-protected nitrogen and a ketone at the 4-position. This electrophilic scaffold enables selective alkylation and coupling reactions in medicinal chemistry, particularly for constructing complex heterocycles under mild conditions. The benzyl ester group offers convenient deprotection and enhances solubility in organic solvents.

Application

Benzyl 3-bromo-4-oxopiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to piperidine-based scaffolds. The bromo group at C3 facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the 4-oxo functionality supports reductive amination and heterocycle formation. Bench-stable and amenable to straightforward purification, it functions reliably in multi-step synthesis of bioactive molecules.

General Information

CAS No. 174184-13-5
Cat. No. CS-0145778
Purity ≥95%
MDL No. MFCD09953304
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₄BrNO₃
Molecular Weight 312.16
Synonym(s) 3-Bromo-4-oxo-piperidine-1-carboxylicacidbenzylester
SMILES O=C(OCC1=CC=CC=C1)N2CC(C(CC2)=O)Br

Computational Chemistry Data

TPSA 46.61
LogP 2.3615
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1760
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Benzyl 3-bromo-4-oxopiperidine-1-carboxylate

CAS No. 174184-13-5

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