Tetraethyl butane-1,4-diylbis(phosphoramidate)
CAS No.: 720707-93-7
Cat No.: BP-500980
4.5 
Tetraethyl butane-1,4-diylbis(phosphoramidate) is a bifunctional, phosphate-based linker featuring a four-carbon (butane) spacer that connects two phosphoramidate termini, each bearing tetraethyl substitution. The relatively short, flexible aliphatic core provides a defined distance and conformational freedom between the two reactive ends, while the phosphoramidate groups serve as robust handles for constructing conjugates through controlled formation of P–N or related linkages under appropriate coupling conditions. In PROTAC and targeted protein degradation design, such bis-phosphoramidate linkers are useful for mediating the spatial organization between a ligand for an E3 ligase and a ligand or warhead for the target protein, thereby promoting formation of a productive ternary complex. This product’s dual-end functionality and chemical stability make it valuable for systematic linker optimization, enabling researchers to tune geometry and degradative potency while maintaining synthetic modularity for iterative PROTAC library generation.
Structure of 720707-93-7
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Tetraethyl butane-1,4-diylbis(phosphoramidate) is a bifunctional phosphorus-based linker designed for assembling PROTAC architectures that require two reactive handles for connecting protein-binding ligands. Its phosphoramidate functionality provides controlled reactivity toward nucleophilic substitution, enabling stepwise construction of targeted protein degradation conjugates. The molecule’s symmetrical, spacer-like backbone can help position two attachment points with defined flexibility, supporting reliable synthesis workflows.
Structure: The linker contains a butane-1,4-diyl scaffold bearing two phosphoramidate groups. Each phosphorus center is tetra-substituted with ethoxy substituents and an amide nitrogen, forming P–O and P–N bonds. The presence of multiple heteroatoms supports polarity and hydrogen-bonding interactions, influencing solubility and coupling behavior.
Reactivity: Phosphoramidates of this type are commonly engaged in nucleophilic substitution or activation-assisted coupling to install or exchange substituents on the phosphorus center. PROTAC synthesis typically uses controlled base or nucleophile conditions to promote amide formation or ligand attachment while minimizing hydrolysis. Suitable solvents are those compatible with phosphorus chemistry and amide nucleophiles, and reactions are generally conducted under inert atmosphere and moisture-controlled handling to preserve linker 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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