N-Boc-piperazine-C3-COOH
CAS No.: 959053-53-3
Cat No.: BP-500974
4.5 
N-Boc-piperazine-C3-COOH is a protected piperazine-based linker bearing a Boc-protected secondary amine and a three-carbon carboxylic acid terminus, providing a versatile bifunctional handle for PROTAC synthesis. The piperazine core offers conformational flexibility and can improve solubility and spacing between the two binding modules, while the C3 carboxyl group enables amide coupling or ester formation with activated derivatives of either the target-binding ligand or the E3-ligase ligand. In targeted protein degradation constructs, such linkers are critical for positioning the ligands within productive distance and relative orientation to facilitate ternary complex formation and subsequent ubiquitination. The Boc group also allows controlled stepwise assembly, reducing side reactions during conjugation. This linker is therefore valuable for researchers optimizing linker length, polarity, and geometry to enhance degradation potency and selectivity in PROTAC development.
Structure of 959053-53-3
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N-Boc-piperazine-C3-COOH, provides a protected piperazine scaffold bearing a carboxylic acid handle suitable for modular conjugation. Its combination of a Boc-protected amine and a terminal acid enables controlled coupling to targeting ligands and facilitates stepwise assembly of bifunctional degraders. The linker’s conformational flexibility and functional-group compatibility support efficient synthesis and optimization of PROTAC architectures.
Structure: The molecule contains a Boc-protected piperazine ring and a three-carbon spacer terminating in a carboxylic acid. It features heteroatom-rich ring nitrogen sites, an ester/urethane-type Boc protecting group, and a saturated carbon chain with typical amide/acid-compatible functional connectivity.
Reactivity: The carboxylic acid can be activated for amide-bond formation using standard coupling chemistries (for example, carbodiimide-based systems with additives) under typical organic solvent conditions. The Boc group is generally removed under acid-mediated deprotection to reveal a nucleophilic amine for subsequent coupling. Mechanistically, PROTAC assembly proceeds through controlled activation of the acid and nucleophilic substitution to form stable linkages.
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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