C8 Bis Diethylphosphonate
CAS No.: 5943-61-3
Cat No.: BP-501539
4.5 
C8 Bis Diethylphosphonate is a bifunctional, alkyl-chain linker bearing two diethylphosphonate groups at the termini, providing a rigid, polar, and chemically addressable scaffold for constructing PROTACs and related targeted degradation conjugates. The two phosphonate moieties can serve as handles for controlled attachment to complementary warhead and ligand fragments, enabling modular synthesis of multi-component degraders while maintaining an extended linker length that can improve productive ternary-complex formation. In PROTAC design, such bis-phosphonate linkers can help tune the spatial separation and orientation of the recruited target-binding ligand and the E3 ligase-binding element, thereby influencing binding cooperativity and degradation efficiency. For researchers, this linker is valuable for systematic structure–activity relationship studies, allowing rapid comparison of linker chemistries and attachment strategies to optimize potency and selectivity in targeted protein degradation workflows.
Structure of 5943-61-3
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C8 Bis Diethylphosphonate, provides a chemically robust, bis-phosphonate handle suitable for constructing bifunctional degraders through controlled conjugation to targeting ligands and E3-recruiting modules. Its phosphonate functionality supports reliable bond formation strategies and can enhance synthetic modularity during PROTAC assembly. The linker’s structural features and reactivity profile make it well suited for researchers seeking reproducible workflows for targeted protein degradation, with detailed structural and synthetic considerations provided below.
Structure: The linker contains a flexible aliphatic spacer bearing two diethylphosphonate groups, incorporating P–C and P–O ester linkages. Phosphonate moieties provide strong hydrogen-bonding and anionic coordination potential after activation, while the hydrocarbon segment contributes conformational flexibility relevant to ternary complex formation.
Reactivity: Diethylphosphonate groups are typically transformed under phosphorylation or phosphonate-activation conditions to enable coupling to amine- or alcohol-containing partners used in PROTAC synthesis. Common approaches rely on converting phosphonate esters to more reactive intermediates (for example, via activated phosphonate reagents) followed by nucleophilic substitution to form stable phosphonate linkages. Solvent systems compatible with ester activation and nucleophile delivery, along with inert atmosphere when required, are generally used to maintain functional-group integrity.
* 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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