Hexaethylene glycol dimethanesulfonate
CAS No.: 109789-40-4
Cat No.: BP-501639
Purity: ≥95%
4.5 
Hexaethylene glycol dimethanesulfonate is a bifunctional, PEG-based linker in which two terminal methanesulfonate leaving groups cap a hexaethylene glycol chain, providing a flexible, hydrophilic spacer for PROTAC construction. The long ethylene glycol segment helps tune the effective distance and conformational freedom between the two recognition elements of a targeted degrader, while the methanesulfonate groups enable efficient nucleophilic substitution under appropriate conditions to install the linker onto complementary nucleophiles (e.g., amines or thiols) present on warheads and E3-ligand ligands. In PROTAC design, this conjugation strategy allows researchers to connect two pharmacophores through a defined, water-soluble tether that can improve productive ternary complex formation and reduce steric mismatch. As a modular PEG linker, it is valuable for systematic linker-length and attachment-site optimization, supporting structure–activity relationship studies aimed at maximizing degradation potency and selectivity in targeted protein degradation workflows.
Structure of 109789-40-4
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Hexaethylene glycol dimethanesulfonate is a bifunctional, sulfonate-activated linker designed for efficient conjugation steps commonly used in PROTAC assembly workflows. Its dual leaving groups enable controlled installation of ligands onto compatible nucleophiles, supporting modular synthesis and reliable coupling strategies. The linker’s flexible poly(ethylene glycol) character can help maintain productive geometries for ternary complex formation. Detailed structure and reactivity considerations are provided below.
Structure: The molecule comprises a hexaethylene glycol backbone bearing two methanesulfonate ester groups at terminal positions. It contains ether linkages along the flexible chain and sulfonate ester bonds that act as electrophilic handles. The overall architecture combines hydrophilicity with conformational flexibility, supporting solubility and linker adaptability.
Reactivity: Methanesulfonate esters are activated toward nucleophilic substitution, enabling coupling to amines or other nucleophiles under standard organic synthesis conditions. Typical approaches use base-mediated deprotonation to promote nucleophile formation, followed by substitution at the sulfonate-bearing termini. Suitable solvents include polar aprotic media or mixed solvent systems, while reaction temperatures and times are chosen to balance conversion with minimization of side reactions.
* 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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