Diethyl 7-bromoheptylphosphonate
CAS No.: 100462-73-5
Cat No.: BP-500993
4.5 
Diethyl 7-bromoheptylphosphonate is a bromoalkyl phosphonate ester featuring a seven-carbon linker terminated by a primary bromide and a diethyl phosphonate group. The phosphonate provides a robust, chemically stable handle that can participate in controlled functionalization, while the terminal bromide enables efficient nucleophilic substitution to install the linker onto PROTAC-relevant scaffolds (e.g., attachment to ligands bearing nucleophiles such as amines or alcohols). In targeted protein degradation designs, such bromoalkyl phosphonate linkers are used to tune the spatial separation and relative orientation between the two binding modules, thereby influencing ternary complex formation and degradation potency. The diethyl ester form is also commonly compatible with downstream linker elaboration, allowing researchers to prepare conjugation-ready intermediates for systematic structure–activity relationship studies. This product is therefore a useful building block for constructing degraders and related bifunctional chemical probes where linker length and reactivity are critical experimental variables.
Structure of 100462-73-5
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Diethyl 7-bromoheptylphosphonate is a versatile alkyl phosphonate linker building block designed for the modular synthesis of PROTACs and other targeted protein degradation constructs. Its electrophilic bromoalkyl handle enables efficient conjugation to ligand-derived fragments, while the phosphonate group provides a stable, polar linkage that can support controlled linker geometry. The combination of reactivity and structural robustness makes it suitable for assembling PROTAC architectures;
Structure: The linker contains a diethyl phosphonate moiety connected to a seven-carbon bromoalkyl chain. It features stable P–C and P–O ester bonds, an alkyl bromide electrophile, and a flexible aliphatic backbone. The phosphonate esters impart polarity and chemical stability under typical organic synthesis conditions.
Reactivity: The bromoalkyl terminus is suitable for nucleophilic substitution with ligand-derived nucleophiles such as amines or alcoholates to form C–N or C–O linkages, respectively. Reactions are commonly performed under anhydrous conditions using polar aprotic solvents, with bases to promote nucleophile formation. Mechanistically, the process follows an SN-type substitution pathway, and the phosphonate ester typically remains intact, enabling subsequent PROTAC assembly steps.
* 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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