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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Piperidines Piperidinecarboxylic acids
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Piperidines Piperidinecarboxylic acids and derivatives Piperidinecarboxylic acids
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Comprehensive Overview of Tert-butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate (CAS No. 135716-08-4)

Tert-butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate (CAS No. 135716-08-4) is a highly specialized organic compound that has garnered significant attention in pharmaceutical and chemical research. This compound, often referred to by its abbreviated name tert-butyl ester derivative, is a key intermediate in the synthesis of various bioactive molecules. Its unique structure, featuring a piperidine ring and ethoxycarbonyl group, makes it a versatile building block in medicinal chemistry.

The compound's CAS number 135716-08-4 is frequently searched in academic and industrial databases, reflecting its importance in drug discovery. Researchers are particularly interested in its potential applications in designing central nervous system (CNS) targeting molecules, given the piperidine moiety's prevalence in neuroactive compounds. Recent trends in AI-driven drug discovery have further highlighted the value of such intermediates, as they serve as critical inputs for machine learning-based molecular design platforms.

From a synthetic chemistry perspective, Tert-butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate offers excellent reactivity for N-protection strategies and carbon-carbon bond formation. The tert-butoxycarbonyl (Boc) group provides robust protection for the amine functionality, while the α,β-unsaturated ester segment enables diverse Michael addition reactions. These features make it invaluable for constructing complex molecular architectures, particularly in peptide mimetics and small molecule drug candidates.

Environmental and safety considerations for this compound align with modern green chemistry principles. Unlike many reactive intermediates, it demonstrates good stability under standard storage conditions, reducing waste generation in synthetic workflows. This characteristic responds to growing industry demands for sustainable chemical processes, a topic dominating recent pharmaceutical manufacturing discussions. Analytical methods for quality control typically employ HPLC and NMR spectroscopy, ensuring batch-to-batch consistency for research applications.

The compound's physicochemical properties, including its moderate lipophilicity and hydrogen bonding capacity, contribute to its utility in drug-like molecule development. These parameters are crucial for addressing current challenges in bioavailability optimization, a frequent search topic among medicinal chemists. Computational chemistry studies often utilize derivatives of this scaffold to explore molecular docking scenarios and ADMET prediction modeling.

In the context of patent literature, derivatives of Tert-butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate appear in numerous applications for kinase inhibitors and GPCR modulators. This reflects the pharmaceutical industry's ongoing pursuit of targeted therapies, particularly in oncology and neurology. The compound's structural flexibility allows for efficient structure-activity relationship (SAR) studies, enabling rapid optimization of lead compounds.

Recent advancements in continuous flow chemistry have opened new possibilities for scaling up production of such intermediates. This aligns with the industry's shift toward process intensification, another trending topic in chemical engineering forums. The compound's stability under mild reaction conditions makes it particularly suitable for these emerging automated synthesis platforms.

From a regulatory standpoint, proper handling of Tert-butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate requires standard laboratory precautions. Material Safety Data Sheets (MSDS) provide detailed guidance compatible with GLP compliance requirements. The compound's classification falls within typical research chemical categories, without special transportation restrictions when properly packaged.

The commercial availability of this compound through major chemical suppliers ensures accessibility for global research initiatives. Pricing trends reflect its status as a high-value intermediate, with cost-effectiveness analyses frequently comparing synthetic routes for its production. These economic factors contribute to its popularity in both academic and industrial settings.

Future research directions likely to involve this compound include exploration of its enantioselective synthesis pathways and applications in bioconjugation chemistry. These areas represent cutting-edge developments in organic synthesis, frequently appearing in recent scientific literature searches. The compound's structural features position it well for innovation in these rapidly evolving fields.

• 162504-86-1(1-Boc-4-(2-Ethoxycarbonylvinyl)piperidine)
• 473837-03-5(Tert-butyl 4-(1-ethoxy-1-oxopropan-2-ylidene)piperidine-1-carboxylate)
• 1037754-65-6((E)-3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)but-2-enoic acid)
• 203662-22-0(tert-butyl 2-(2-ethoxy-2-oxoethylidene)-7-azaspiro3.5nonane-7-carboxylate)
• 558448-09-2(tert-Butyl (3Z)-3-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate)
• 855784-26-8((E)-tert-Butyl 3-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate)
• 169206-65-9(tert-Butyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate)
• 473836-97-4(tert-Butyl (4Z)-4-(2-ethoxy-2-oxoethylidene)azepane-1-carboxylate)
• 193085-24-4(1-Boc-Piperidin-4-ylideneacetic acid)
• 958026-98-7(tert-butyl (4E)-4-(2-ethoxy-2-oxoethylidene)-3,3-dimethylpiperidine-1-carboxylate)