Tetraethyl heptane-1,7-diylbis(phosphonate)
CAS No.: 5943-17-9
Cat No.: BP-501290
4.5 
Tetraethyl heptane-1,7-diylbis(phosphonate) is a bis-phosphonate linker featuring a seven-carbon aliphatic chain bearing phosphonate groups at both termini and tetraethyl ester functionality on each phosphorus. The flexible hydrocarbon spacer and protected phosphonate termini provide a defined bifunctional scaffold where precise spatial separation between a ligand-derived warhead and an E3-recruiting moiety is required to enable productive ternary complex formation. In targeted protein degradation designs, the phosphonate esters are generally treated as protected phosphonate groups rather than direct amide- or click-type conjugation handles; they can be de-esterified when phosphonic acids are required, conformational freedom, and effective reach toward the recruited protein complex. This compound’s bifunctional, end-to-end architecture makes it valuable for constructing degraders that require long-range connectivity while maintaining defined attachment points, supporting systematic structure–activity relationship studies and optimization of degradation potency and selectivity in vitro.
Structure of 5943-17-9
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This PROTAC linker, Tetraethyl heptane-1,7-diylbis(phosphonate), is designed to serve as a chemically robust, spacer-like motif for assembling targeted protein degraders. Its bis(phosphonate) functionality enables controlled coupling strategies to protein-binding ligands while maintaining a defined carbon framework. Researchers can leverage its stable phosphorus-based groups to build modular PROTAC architectures; the following sections describe its structure and practical reactivity considerations in detail.
Structure: The molecule contains a seven-carbon aliphatic backbone bearing phosphonate groups at terminal positions. Each phosphonate is tetraethyl esterified, providing multiple oxygen atoms capable of hydrogen-bonding and coordination. The structure features P–O and C–P related connectivity, with an overall hydrophobic spacer character.
Reactivity: For PROTAC construction, phosphonate ester groups are typically functionalized via phosphorus chemistry, including ester activation followed by nucleophilic substitution or coupling to electrophilic handles on ligands. Common approaches use base-mediated transformations and anhydrous conditions to limit hydrolysis, with polar aprotic solvents frequently employed. Reaction outcomes depend on maintaining phosphorus group integrity and controlling moisture to preserve coupling efficiency.
* 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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