DFPE Polystyrene: Advanced Functionalized Polymer for Solid-Phase Organic Synthesis
DFPE Polystyrene refers to polystyrene resin functionalized with 4-(2,4-difluorophenyl)ethanol (DFPE), a unique linker designed for acid-labile solid-phase organic synthesis (SPOS) and fragment-based peptide synthesis. The DFPE linker enables selective cleavage of synthetic intermediates under mild acidic conditions, releasing alcohols, phenols, and other acid-sensitive compounds with high efficiency and purity.
The fluorinated aromatic alcohol structure offers enhanced linker stability during synthesis and controlled cleavage properties, making it especially useful in combinatorial chemistry, parallel synthesis, and multi-step solid-phase routes.
Specifications
Matrix: Polystyrene cross-linked with ~1% DVB
Functional Group: 4-(2,4-difluorophenyl)ethanol
Particle Size: Typically 100–200 mesh (75–150 µm)
Loading Capacity: ~0.5–1.2 mmol/g (varies by synthesis method)
Cleavage Type: Acid-labile (mild TFA or HFIP)
Compatible Chemistry: Solid-phase organic synthesis, fragment-based assembly, SPPS (under custom strategies)
Key Features
Fluorinated Linker: Enhanced electron-withdrawing properties promote clean acidolytic cleavage
Controlled Release: Enables mild acid cleavage of sensitive intermediates
Versatile Applications: Suitable for generating alcohols, phenols, and functional fragments
Stable Backbone: Compatible with a wide range of organic reagents and synthesis protocols
Minimal Side Products: Clean cleavage profiles minimize contamination in the final product
Applications
Solid-phase organic synthesis (SPOS)
Parallel fragment synthesis
Lead compound optimization in medicinal chemistry
Diversity-oriented synthesis (DOS)
Custom linker strategies for alcohol-terminated products
Synthesis of acid-sensitive intermediates or unstable functional groups
Cleavage Conditions
| Acid Used | Concentration | Resulting Product | Typical Time |
|---|---|---|---|
| Trifluoroacetic acid (TFA) | 1–5% in DCM or HFIP | Release of alcohol or phenol | 1–3 hours |
| Hexafluoroisopropanol (HFIP) | 30% in DCM | Mild deprotection, clean release | 30 min – 2 hours |
| Strong TFA (95%) | Global cleavage | For final product release and deprotection | 1–2 hours |
Handling & Storage
Store dry and protected from light and moisture
Swell in DCM, DMF, or NMP prior to use
Stable under base washes, coupling agents, and most standard organic synthesis conditions
Avoid prolonged exposure to strong acids unless cleaving
Comparison with Other Acid-Labile Resins
| Resin | Cleavage Sensitivity | Common Use Case | Linker Type |
|---|---|---|---|
| DFPE Polystyrene | Mild acid (TFA/HFIP) | Fragment synthesis, SPOS | Fluorinated aromatic alcohol |
| 2-Chlorotrityl Resin | Mild acid | SPPS with C-terminal acids | Trityl-based aryl ether |
| Sieber Resin | Mild base or acid | SPPS, acid-sensitive peptides | Benzhydrylamine derivative |
Conclusion
DFPE Polystyrene is a smart and flexible resin support for modern solid-phase synthesis workflows, offering mild, controlled cleavage with high product fidelity. Its fluorinated phenylethanol linker provides enhanced performance for acid-sensitive compounds, making it a valuable tool for chemists developing complex molecular libraries and custom synthesis projects.
Phone : +49 1512 4714765 ( Germany )
Phone : +1 (702) 381-3042 ( USA )
Email : [email protected]
Address : Cunostraße 56, 14193 Berlin. Germany
Address : 7373 Rowlett Park Dr, Tampa, FL 33610, United States.