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Description
TCI C2178 1-Carbobenzoxypiperazine is a piperazine derivative in which one of the two ring nitrogen atoms has been protected by a carbobenzoxy group, more commonly known as the Cbz or benzyloxycarbonyl group. The compound belongs to the heterocyclic building block class because the piperazine core is a six-membered ring containing two nitrogen atoms. Its role in the laboratory is strategic: it supplies a mono-protected piperazine, allowing researchers to functionalize only one nitrogen site without the risk of double reaction. Without this material, chemists would have to carry out the selective protection step themselves, a stage that frequently produces product mixtures and lowers the overall yield of the synthetic route.
The advantage that makes this material a preferred choice lies in the nature of the Cbz protecting group itself. This group is stable under basic conditions and toward many nucleophilic reagents, yet it can be removed cleanly by hydrogenolysis using palladium on carbon, without requiring the strongly acidic conditions that could damage other functional groups within the molecule. This orthogonality with respect to Boc and Fmoc protecting groups is precisely what makes the compound so valuable in multi-step synthesis. The remaining secondary nitrogen stays free and nucleophilic, ready to participate in alkylation, acylation, reductive amination, or coupling reactions in a controlled and predictable manner.
In Indonesian laboratories, this building block is typically used in university research groups, pharmaceutical chemistry laboratories, and medicinal chemistry programs where piperazine-containing scaffolds are being assembled. It is drawn upon whenever a synthetic route requires a differentiated piperazine unit, particularly in thesis and dissertation work, active pharmaceutical ingredient analogue development, and small-scale exploratory synthesis. Because it is supplied ready to use, laboratories that lack dedicated hydrogenation or purification infrastructure can still advance directly to the key bond-forming step of their route.
Laboratory Applications
- Selective mono-functionalization of piperazine: the free secondary nitrogen reacts alone while the Cbz-protected nitrogen remains inert, preventing the bis-substituted by-products that complicate purification.
- Multi-step medicinal chemistry synthesis: the Cbz group is orthogonal to Boc and Fmoc, so protecting groups can be removed in a deliberate sequence without disturbing the rest of the molecule.
- Preparation of piperazine-containing scaffolds: the six-membered diamine ring is a recurring motif in drug-like structures, and this reagent installs it with one nitrogen already differentiated.
- Alkylation, acylation and reductive amination studies: the available nucleophilic nitrogen offers a clean, single reactive site for methodology development and reaction-condition screening in research laboratories.
- Coupling reactions requiring a masked amine: the protected nitrogen is revealed only later by hydrogenolysis over palladium on carbon, keeping the amine masked through earlier acid- and base-mediated steps.
Specifications
- Brand: TCI
- CAS number: 31166-44-6
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Product code: C2178
- Pack sizes: available in standard TCI research-scale packaging; please confirm the size required when ordering
- Storage: keep in a tightly closed container in a cool, dry place, protected from light and moisture
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and moisture. Keep the material in its original supplier container, or transfer it to a clean, chemically compatible glass container with a secure closure, clearly labelled with the product name and CAS number. Handle in a fume hood using safety goggles, nitrile gloves, and a laboratory coat, and avoid contact with skin, eyes, and clothing as well as inhalation of any dust. Keep away from strong oxidizing agents and strong acids. Close the container promptly after weighing, and consult the manufacturer's safety data sheet before first use and before disposal of any residues.
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