"THE MEDICINAL CHEMISTRY VALUE OF PIPERAZINE RINGS AND BOC PROTECTION"

"The Medicinal Chemistry Value of Piperazine Rings and Boc Protection"

"The Medicinal Chemistry Value of Piperazine Rings and Boc Protection"

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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.

Looking to source 1-BOC Piperazine in bulk or research quantities? Contact us for technical data, pricing, and fast global delivery.

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