1-Phenyl-2,5,8,11-tetraoxatridecan-13-yl 4-methylbenzenesulfonate
CAS No.: 89346-82-7
Cat No.: BP-501131
Purity: ≥95%
4.5 
1-Phenyl-2,5,8,11-tetraoxatridecan-13-yl 4-methylbenzenesulfonate is a sulfonate-terminated, polyethylene glycol–like ether linker designed for PROTAC synthesis. Structurally, it contains an oligo(ethylene glycol) chain with multiple ether oxygen atoms that confer flexibility and aqueous compatibility, capped by a phenyl group and terminated as a 4-methylbenzenesulfonate leaving group. In targeted protein degradation workflows, this sulfonate can serve as an activated handle for nucleophilic substitution, enabling attachment of the linker to a ligand-bearing nucleophile (e.g., an alcohol or amine-containing moiety) while preserving the ether-rich spacer that helps position the two PROTAC components. By providing a tunable, hydrophilic linkage region and a reactive coupling site, the reagent supports systematic optimization of linker length and geometry, which are key determinants of ternary complex formation and degradation efficiency in PROTAC-mediated studies.
Structure of 89346-82-7
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This PROTAC linker, 1-Phenyl-2,5,8,11-tetraoxatridecan-13-yl 4-methylbenzenesulfonate, is designed to serve as a reactive PEG-like tether that supports controlled spatial separation between a ligand and an E3-recruiting module. Its ether-rich architecture can enhance solubility and conformational flexibility, which are often beneficial for productive ternary complex formation. The sulfonate leaving group enables efficient linker installation under standard synthetic conditions; detailed structural and reactivity considerations are provided below.
Structure: The linker contains an ether-rich polyether chain terminating in a sulfonate ester. It features an aryl sulfonate leaving group and a phenyl-substituted end, with multiple C–O ether linkages that confer polarity and flexibility. These features typically support improved aqueous compatibility and conformational adaptability in PROTAC constructs.
Reactivity: The sulfonate ester is suitable for nucleophilic substitution reactions, where an appropriate nucleophile (commonly oxygen or nitrogen-based) displaces the sulfonate group to form a new C–O or C–N bond. Practical coupling is generally performed under controlled base conditions in polar aprotic or mixed solvent systems, with temperature and stoichiometry tuned to minimize side reactions. This approach aligns with established sulfonate-activated linker chemistry used in targeted degradation reagent synthesis.
* 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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