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View DetailsComprehensive analytical review of Ethyl 4-Oxopiperidine-1-Carboxylate (CAS 29976-53-2 / CAS 41279-47-0), detailing chemical structure, reactivity profiles, and multi-ton industrial sourcing paradigms.
Ethyl 4-oxopiperidine-1-carboxylate (also designated as N-carbethoxypiperidone or Ethyl 4-piperidone-1-carboxylate) is a foundational heterocyclic building block containing a piperidine core substituted with a ketone moiety at the C4 position and a carbamate protecting group at the N1 position. This unique chemical architecture imparts extraordinary synthetic flexibility, rendering it indispensable for modern pharmaceutical synthesis, agrochemical formulation, and fine chemical processing.
The electron-withdrawing ethyl carbamate ester protecting group on the nitrogen atom dampens basicity and nucleophilicity, preventing side reactions during nucleophilic additions, reductive amination, and condensation transformations involving the 4-keto center. As a consequence, researchers and industrial process chemistry teams utilize Ethyl 4-oxopiperidine-1-carboxylate to construct high-value central nervous system (CNS) active pharmaceutical ingredients (APIs), analgesics, metabolic modifiers, and complex piperidine derivatives.
| Parameter | Standard Specification |
|---|---|
| Chemical Name | Ethyl 4-oxopiperidine-1-carboxylate |
| CAS Registry No. | 29976-53-2 / 41279-47-0 |
| Molecular Formula | C8H13NO3 |
| Molecular Weight | 171.19 g/mol |
| Purity (HPLC) | ≥ 98.5% – 99.5% (Commercial Grade) |
| Appearance | Clear pale-yellow to colorless liquid or low-melting solid |
| Boiling Point | 110–114 °C at 0.5 mmHg |
| Single Impurity | ≤ 0.5% (Target Controlled ≤ 0.1%) |
Market dynamics, supply chain transformation, and the strategic positioning of Chinese chemical manufacturing conglomerates in global pharmaceutical intermediate supply ecosystems.
Global demand for piperidine-derived functionalized heterocycles has escalated sharply due to accelerated clinical trials in neuroscience and oncology. Ethyl 4-Oxopiperidine-1-Carboxylate serves as a direct precursor for dozens of clinical-stage APIs, creating robust annual compounding growth in volume demand across North America and Europe.
China has established unmatched backward integration in core organic syntheses. China-based manufacturers leverage vast upstream petrochemical streams (such as acrylic acid derivatives, ethanolamines, and phosgene-free carbamylation technologies), allowing companies like Gentolex to deliver reliable scale and exceptional cost efficiency.
International regulatory authorities (US FDA, EMA, PMDA) continue to tighten expectations around elemental impurities, mutagenic precursors, and residual solvents. Supply partners must provide comprehensive batch tracking, ICH Q3A/Q3B impurity profiling, and robust continuous flow synthesis control.
A rigorous examination of global purchase patterns highlights distinct regional requirements for Ethyl 4-Oxopiperidine-1-Carboxylate:
In-depth technical insight into commercial manufacturing methodologies, analytical characterization, and batch reproducibility.
The manufacturing of Ethyl 4-Oxopiperidine-1-Carboxylate generally proceeds via two primary industrial routes:
Route A: Dieckmann Condensation Pathway
Starting from ethyl acrylate and ethyl carbamate (or via bis(2-carbethoxyethyl)amine derivatives), a sodium ethoxide or potassium tert-butoxide catalyzed Dieckmann cyclization yields an intermediate β-keto ester. Subsequent decarboxylation under controlled thermal and acidic conditions delivers Ethyl 4-oxopiperidine-1-carboxylate. This route is preferred for metric-ton scalability due to inexpensive, widely available raw materials.
Route B: Catalytic Oxidation of 4-Hydroxypiperidine Derivative
N-Carbethoxypiperidin-4-ol undergoes oxidation using eco-friendly oxidants such as hypochlorite with TEMPO catalyst or sodium persulfate. While providing high yields and minimal byproduct formation, Route B requires stringent thermal regulation to manage exothermic runaways during oxidation.
To satisfy international regulatory standardizations, leading Chinese suppliers implement robust Analytical Quality Control (AQC) protocols:
Empowering global pharmaceutical and chemical partners with end-to-end technical expertise, custom synthesis, and international distribution.
Our core capabilities focus on supplying high-purity peptides APIs, Custom Peptides, FDF license out, Technical Support & Consultation, Product Line and Lab Setup, as well as comprehensive Sourcing & Supply Chain Solutions for chemical and bio-pharmaceutical clients globally.
An overall factory construction area of 250,000 square meters operating under strict international standards to offer flexible, scalable, and cost-effective raw material and intermediate manufacturing solutions.
Gentolex offers an extensive range of APIs and intermediates for development studies and commercial applications with cGMP standard alignment. Complete document sets (CoA, MSDS, DMF support) are provided to clients worldwide.
Advanced synthesis laboratories equipped with high-field NMR, LC-MS, HPLC, and GC capabilities to support route validation, process optimization, scale-up, and impurity profiling from gram to multi-kilogram scale.
For clients preferring to eliminate the risk and overhead of managing multiple vendors, we deliver customized turn-key procurement services utilizing China's most robust chemical supply chain networks.
Gentolex’s goal is to create opportunities connecting global industries with superior services and fully guaranteed product quality. To date, Gentolex Group serves valued customers across more than 10 countries and regions. Strategic regional representative offices are established in Mexico and South Africa to provide localized commercial support, customs clearing assistance, and expedited technical service.
Whether you require standard catalog procurement of Ethyl 4-Oxopiperidine-1-Carboxylate or custom peptide and intermediate development, Gentolex offers unmatched supply stability and quality verification.
Rigorous adherence to international standards and strategic logistics infrastructure supporting seamless export workflows.
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Evaluating technological advances in green catalytic chemistry, continuous flow microreactors, and global regulatory evolution.
Traditional batch reaction vessels for Ethyl 4-Oxopiperidine-1-Carboxylate synthesis face challenges in heat dissipation and thermal runaway control during large-scale decarboxylation or oxidation stages. China's leading chemical engineering facilities are transitioning to modular continuous flow microreactors. This innovation optimizes residence time control, suppresses side-reaction impurity formation, and increases hourly throughput by up to 40% while slashing solvent waste.
Global pharmaceutical brands demand green supply chains. Upstream production processes are actively replacing halogenated reaction solvents (such as DCM) with recyclable bio-based solvents or supercritical CO2 extraction protocols. Enzymatic reduction routes are also being developed for enantiospecific derivatives of oxopiperidine intermediates, offering dramatic energy reduction across lifecycle assessments.
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