Ethyl N-benzyl-3-oxo-4-piperidine-carboxylate hydrochloride

Ethyl N-benzyl-3-oxo-4-piperidine-carboxylate hydrochloride丨CAS 52763-21-0 is a synthetic intermediate primarily used in the pharmaceutical industry. It belongs to the class of piperidone derivatives, which are frequently employed in the synthesis of bioactive molecules, particularly central nervous system (CNS) drugs and opioid analogues.

1. Pharmaceutical Intermediate

Key intermediate in the synthesis of fentanyl analogs, pethidine derivatives, and other opioid receptor ligands.

Precursor for molecules with analgesic, anesthetic, and antitussive properties.

Useful in the production of novel heterocyclic scaffolds due to the reactivity of the ketone and ester functional groups.

2. Medicinal Chemistry Research

Utilized in structure–activity relationship (SAR) studies involving piperidine or 4-aryl piperidine-based drugs.

Forms the core of many CNS-active compounds, such as:

Dopaminergic and serotonergic modulators

Antidepressants

Anxiolytics

3. Synthetic Building Block

Can undergo various chemical transformations:

Reductive amination at the ketone

Hydrolysis or amidation of the ester group

N-alkylation or deprotection under controlled conditions

The hydrochloride form improves stability and solubility, making it suitable for use in aqueous or polar media.

1. Versatile Functional Groups

Ethyl N-benzyl-3-oxo-4-piperidine-carboxylate hydrochloride丨CAS 52763-21-0 contains multiple reactive sites:

Carbonyl group at position 3 for reductive amination or condensation

Ester group for hydrolysis or transesterification

N-benzyl substituent which can be deprotected or further functionalized

2. Ready Availability of Piperidine Core

The piperidine ring is a privileged structure in medicinal chemistry due to its:

Pharmacokinetic compatibility

Ability to bind to a range of biological targets

Presence in numerous FDA-approved drugs

3. Salt Form Enhances Handling

As a hydrochloride salt, the compound is:

More stable in solid form

More soluble in polar solvents, particularly under acidic conditions

Easier to crystallize and purify

Ethyl N-benzyl-3-oxo-4-piperidine-carboxylate hydrochloride丨CAS 52763-21-0 is a valuable intermediate in the synthesis of piperidine-based drugs, especially opioid analogues and CNS-active compounds. Its functional diversity and stable salt form make it a highly practical reagent in medicinal chemistry and drug development.

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