1,8-Diazido-3,6-dioxaoctane
1,8-Diazido-3,6-dioxaoctane is a bifunctional, flexible linker bearing two terminal azide groups separated by a short polyether segment, providing an ether-rich, water-compatible scaffold. The azide termini serve as orthogonal chemical handles for copper-free or copper-catalyzed azide–alkyne cycloaddition (“click” chemistry) and for azide-based conjugation strategies, enabling controlled attachment of two different PROTAC components. In targeted protein degradation design, such diamino-free azide linkers are commonly used to connect a ligand for an E3 ligase to a ligand or binding moiety for the target protein while tuning effective distance, relative orientation, and conformational freedom of the resulting degrader. Its linear, flexible architecture can help optimize ternary complex formation and degradation potency by allowing the linker to adapt to binding-site geometry. This makes 1,8-diazido-3,6-dioxaoctane a useful building block for constructing and rapidly diversifying PROTACs through modular synthesis and linker-length/orientation studies.
Structure of 59559-06-7
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| -- | $-- | In stock |
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| ConcentrationVolumeMass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 4.9950 mL | 24.9750 mL | 49.9501 mL |
| 5 mM | 0.9990 mL | 4.9950 mL | 9.9900 mL |
| 10 mM | 0.4995 mL | 2.4975 mL | 4.9950 mL |
1,8-Diazido-3,6-dioxaoctane, provides a chemically versatile, bis-azide scaffold suitable for modular assembly of targeted protein degraders. Its flexible polyether chain and two terminal azide groups enable efficient conjugation to complementary warhead and E3-ligand components, supporting the construction of degraders with tunable linker length and geometry. The following sections describe its structure and practical reactivity considerations in PROTAC synthesis.
Structure: The linker is a flexible polyether (dioxaoctane) framework bearing two terminal azide functional groups. It contains ether linkages that confer conformational mobility, and carbon–nitrogen bonds typical of azide substituents. Overall, it is a bifunctional handle designed for chemoselective click-type coupling and subsequent PROTAC assembly.
Reactivity: The azide groups are well-suited for copper-catalyzed azide–alkyne cycloaddition with terminal alkynes, enabling stepwise attachment to alkyne-bearing PROTAC partners under standard “click” conditions. Alternatively, strain-promoted azide–alkyne cycloaddition can be used with cyclooctynes to avoid copper. Reaction performance is influenced by solvent polarity, oxygen sensitivity of catalysts, and the stability of azide intermediates; inert atmosphere and appropriate base/catalyst systems are commonly employed to drive efficient conjugation.
* 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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