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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