N-Boc-4-pentyne-1-amine
CAS No.: 151978-50-6
Cat No.: BP-500103
4.5 
N-Boc-4-pentyne-1-amine is a protected primary amine bearing a terminal alkyne and a Boc (tert-butoxycarbonyl) carbamate, providing a versatile handle for PROTAC linker synthesis. Structurally, it combines an alkynyl “clickable” motif with an amine protected against undesired side reactions during multi-step coupling, enabling chemists to introduce this fragment into longer, modular linkers through established amide formation or subsequent deprotection and functional-group interconversions. In PROTAC design, the terminal alkyne can serve as a conjugation site for bioorthogonal ligation strategies (commonly via copper-catalyzed azide–alkyne cycloaddition) or as a precursor for further derivatization, while the protected amine supports controlled assembly of linker–warhead or linker–E3-ligand connections. This reagent is valuable for constructing chemically defined, length-tunable degradation scaffolds, facilitating systematic optimization of ternary complex formation and improving experimental reproducibility in targeted protein degradation workflows.
Structure of 151978-50-6
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N-Boc-4-pentyne-1-amine, provides a protected primary amine and a terminal alkyne handle suitable for modular conjugation strategies. Its Boc-protected functionality enables controlled amide or carbamate formation, while the alkyne supports orthogonal coupling for assembling bifunctional degraders. The combination of orthogonal reactivity and stable storage characteristics makes it advantageous for constructing PROTACs with defined linker architectures; detailed structural and reactivity considerations are provided below.
Structure: The molecule contains a Boc-protected primary amine and a conjugation-ready alkyne within a short aliphatic chain. It features carbamate and C≡C unsaturation, with typical amide-forming and alkylation-compatible functional groups. The presence of the protected nitrogen improves handling stability and suppresses undesired side reactions.
Reactivity: The Boc group can be removed under standard acid-mediated deprotection to reveal the free amine for subsequent coupling. The amine is suitable for forming amide or related linkages using activated carboxylic acid derivatives. The terminal alkyne can participate in widely used click-type or alkyne-functionalization reactions under conditions that preserve other protecting groups; catalysts and solvent systems are selected to maintain Boc integrity when required.
* 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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