1-BOC Piperazine: A Key Intermediate for Pharmaceutical Synthesis
1-BOC Piperazine: A Key Intermediate for Pharmaceutical Synthesis
Blog Article
Introduction
1-BOC Piperazine (tert-Butyl 4-piperazinecarboxylate) is a widely used protected amine intermediate in pharmaceutical and chemical research. The BOC (tert-butyloxycarbonyl) group acts as a protecting group on the nitrogen of the piperazine ring, enabling selective reactions and minimizing undesired side reactions during synthesis.
Chemical Identity
- IUPAC Name: tert-Butyl 4-piperazinecarboxylate
- Molecular Formula: C9H18N2O2
- Molecular Weight: 186.25 g/mol
- CAS Number: 57260-71-6
- Appearance: White to off-white crystalline powder
- Solubility: Soluble in common organic solvents like dichloromethane, ethanol, and DMF
Key Features
- Protected Secondary Amine: Allows for stepwise synthesis in multi-step pharmaceutical processes
- Stable Under Mild Conditions: The BOC group can be easily removed under acidic conditions without affecting other functional groups
- Compatible with Peptide and API Synthesis
Applications of 1-BOC Piperazine
1. Pharmaceutical Intermediate
Commonly used in the synthesis of various active pharmaceutical ingredients (APIs), particularly in oncology, anti-inflammatory, and CNS drugs.
2. Custom Synthesis
Ideal building block for creating diverse heterocyclic structures in research and development laboratories.
3. Peptide Chemistry
Serves as a protected amine component in solid-phase peptide synthesis (SPPS) or solution-phase methods.
Deprotection Conditions
- Reagents Used: Trifluoroacetic acid (TFA), HCl in dioxane
- Conditions: Typically performed at room temperature
- Product Formed: Free amine (piperazine derivative)
Storage and Handling
- Store in a cool, dry place, away from moisture and direct sunlight
- Use gloves and goggles when handling
- Stable under ambient conditions, but recommended to avoid prolonged exposure to air
Packaging and Availability
Available in:
- Laboratory Packs: 1g, 5g, 10g, 25g
- Bulk Quantities: 100g, 500g, 1kg, 5kg drums
Each lot is delivered with a Certificate of Analysis (COA) and Material Safety Data Sheet (MSDS).
Conclusion
1-BOC Piperazine is an essential protected intermediate widely applied in the synthesis of pharmaceutical compounds and advanced intermediates. Its BOC protection ensures flexibility in complex organic synthesis, making it a go-to choice for R&D and industrial scale-up.
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