2,2'-(Ethylenedioxy)bis(ethylamine)
2,2'-(Ethylenedioxy)bis(ethylamine) is a bifunctional, ethylene glycol–derived diamine featuring an acetal-type ethylenedioxy linkage that connects two terminal ethylamine groups. Structurally, it provides a short, flexible spacer with two primary amines suitable for stepwise functionalization (e.g., conversion to amide-forming derivatives or attachment handles) while maintaining chemical compatibility with common PROTAC synthesis conditions. In targeted protein degradation workflows, such diamines are commonly used as linker building blocks to connect a target-binding ligand to an E3 ligase recruiter, enabling controlled spatial separation and conformational tuning that can strongly influence ternary complex formation and degradation potency. Its two reactive amines facilitate modular assembly and purification during linker elaboration. As a research reagent, it supports systematic linker optimization by allowing investigators to vary attachment chemistry and local geometry without introducing large hydrophobic segments, thereby aiding structure–activity relationship studies in PROTAC design.
Structure of 929-59-9
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* For research and manufacturing use only. Not for human or clinical use.
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2,2'-(Ethylenedioxy)bis(ethylamine), is a bifunctional ethylenedioxy-bridged diamine designed to connect targeting and recruiting modules in PROTAC architectures. Its flexible aliphatic spacing and two primary amines support robust conjugation strategies, enabling systematic tuning of linker length, polarity, and conformational behavior to optimize ternary complex formation. Detailed structural and synthetic guidance are provided below for researchers planning PROTAC synthesis and linker optimization.
Structure: The molecule contains an ethylenedioxy (acetal-like) core linking two ethylamine termini. It features primary amine functional groups and an ether-rich central scaffold, with C–N and C–O single bonds. The presence of heteroatoms supports hydrogen bonding and increases polarity relative to purely hydrocarbon linkers.
Reactivity: The two primary amines enable common PROTAC coupling chemistries such as amide-bond formation via activated carboxylic acids, carbodiimide-mediated coupling, or isocyanate/activated ester approaches. In practice, reactions are typically run under inert or controlled atmospheres with bases to promote nucleophilic substitution, using polar aprotic solvents or compatible mixed solvent systems. The mechanism generally proceeds through nucleophilic attack of the amine on an activated electrophile, followed by bond-forming condensation to yield stable conjugates.
* 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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