1-N-BOC-4-(Phenylamino)piperidine is a specialized chemical compound that has garnered significant attention in the fields of organic chemistry, medicinal chemistry, and pharmaceutical research. This article provides a detailed exploration of this compound, including its chemical properties, synthesis, applications, safety considerations, and potential uses in scientific research and drug development.
Chemical Structure and Properties | 1-N-BOC-4-(Phenylamino)piperidine
1-N-BOC-4-(Phenylamino)piperidine is an organic compound with the molecular formula C₁₆H₂₄N₂O₂. It belongs to the class of piperidine derivatives, which are widely used in the synthesis of pharmaceuticals and bioactive molecules. The compound features two key functional groups:
- BOC (tert-Butoxycarbonyl) Group: A protecting group commonly used in organic synthesis to shield amines during chemical reactions.
- Phenylamino Group: An aromatic amine group attached to the piperidine ring, which can participate in various chemical reactions.
Key Properties
- Molecular Weight: 276.38 g/mol
- Appearance: Typically a white to off-white crystalline solid
- Solubility: Soluble in organic solvents like dichloromethane, ethanol, and acetonitrile
- Stability: Stable under standard conditions but may degrade under strong acids, bases, or high temperatures
Synthesis of 1-N-BOC-4-(Phenylamino)piperidine
The synthesis of 1-N-BOC-4-(Phenylamino)piperidine involves multi-step organic reactions. Below is a general outline of the synthetic pathway:
- Starting Materials:
- 4-Aminopiperidine
- Phenyl isocyanate or aniline derivatives
- Di-tert-butyl dicarbonate (BOC anhydride)
- Step 1: Protection of the Amine Group
- The primary amine group of 4-aminopiperidine is protected using di-tert-butyl dicarbonate (BOC anhydride) to form 1-N-BOC-4-aminopiperidine.
- Step 2: Introduction of the Phenylamino Group
- The protected 1-N-BOC-4-aminopiperidine reacts with phenyl isocyanate or aniline derivatives to form 1-N-BOC-4-(Phenylamino)piperidine.
- Purification:
- The final product is purified using techniques like recrystallization or column chromatography to achieve high purity. 1-N-BOC-4 Phenylamino piperidine Wholesale
Applications of 1-N-BOC-4-(Phenylamino)piperidine
1-N-BOC-4-(Phenylamino)piperidine is primarily used as an intermediate in the synthesis of more complex molecules. Its applications span several fields:
1. Pharmaceutical Research
- Drug Development: The compound is used as a building block in the synthesis of potential drug candidates, particularly those targeting the central nervous system (CNS) or exhibiting analgesic, antipsychotic, or antidepressant properties.
- Peptide Synthesis: The BOC group is commonly used in peptide synthesis to protect amine groups during the formation of peptide bonds.
2. Organic Chemistry
- Intermediate in Organic Synthesis: The compound serves as a versatile intermediate in the preparation of piperidine-based derivatives, which are important in the synthesis of alkaloids and other bioactive molecules.
- Catalysis and Ligand Design: Piperidine derivatives are often used as ligands in catalytic reactions or as chiral auxiliaries in asymmetric synthesis. 1-N-BOC-4 Phenylamino piperidine Wholesale
3. Chemical Biology
- Probe Development: The compound can be used to develop chemical probes for studying biological systems, such as enzyme inhibition or receptor binding.
Safety Considerations | 1-N-BOC-4-(Phenylamino)piperidine
While 1-N-BOC-4-(Phenylamino)piperidine is generally considered safe for laboratory use, proper handling and storage are essential to minimize risks:
1. Handling
- Wear appropriate personal protective equipment (PPE), including gloves, goggles, and lab coats.
- Work in a well-ventilated area or fume hood to avoid inhalation of dust or vapors.
2. Storage
- Store the compound in a cool, dry place away from direct sunlight and incompatible materials (e.g., strong acids or bases).
- Keep the container tightly sealed to prevent contamination or degradation.
3. Disposal
- Dispose of the compound in accordance with local regulations and guidelines for chemical waste.
Potential Uses in Scientific Research
1-N-BOC-4-(Phenylamino)piperidine has significant potential in scientific research, particularly in the following areas:
1. Medicinal Chemistry
- The compound can be used to develop novel drug candidates with improved efficacy and reduced side effects.
- Its piperidine core is a common structural motif in many FDA-approved drugs.
2. Neuroscience
- Piperidine derivatives are often studied for their effects on neurotransmitter systems, making this compound valuable for research on CNS disorders.
3. Chemical Synthesis
- The compound’s versatility makes it a valuable tool for synthesizing complex molecules with potential applications in materials science, catalysis, and more.
Challenges and Future Directions
While 1-N-BOC-4-(Phenylamino)piperidine offers numerous opportunities for research and development, there are challenges to consider:
- Synthetic Complexity: The multi-step synthesis of the compound requires expertise in organic chemistry and access to specialized equipment.
- Regulatory Hurdles: The use of this compound in drug development may require compliance with strict regulatory guidelines.
- Scalability: Scaling up the synthesis for industrial applications can be challenging and costly.
Future research may focus on optimizing the synthesis, exploring new applications, and developing derivatives with enhanced properties. 1-N-BOC-4 Phenylamino piperidine Wholesale
Conclusion
1-N-BOC-4-(Phenylamino)piperidine is a valuable chemical compound with wide-ranging applications in pharmaceutical research, organic synthesis, and chemical biology. Its unique structure and versatility make it an essential tool for scientists and researchers working on the development of new drugs, catalysts, and bioactive molecules. By understanding its properties, synthesis, and potential uses, researchers can harness the full potential of this compound to advance scientific knowledge and innovation. 1-N-BOC-4 Phenylamino piperidine Wholesale
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