Benzyl-PEG4-THP

 CAS No.: 1027926-86-8  Cat No.: BP-500971  Purity: ≥95% 4.5  

Benzyl-PEG4-THP is a heterobifunctional PROTAC linker featuring a benzyl-terminated polyethylene glycol (PEG) chain of four ethylene glycol units connected to a tetrahydropyran (THP) motif. The PEG segment provides a flexible, hydrophilic spacer that can reduce steric interference and improve the effective reach between the two binding partners of a targeted protein degrader. The benzyl group serves as a hydrophobic handle for conjugation chemistry, while the THP-containing end group is compatible with common linker attachment strategies used to connect warheads (e.g., E3 ligase ligands) and targeting ligands. In PROTAC design, such linkers help position the recruited E3 ligase and the substrate-binding moiety to enable formation of a productive ternary complex, thereby supporting ubiquitination and downstream degradation. This product is valuable for researchers optimizing linker length, flexibility, and attachment geometry in targeted protein degradation studies.

Benzyl-PEG4-THP

Structure of 1027926-86-8

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Category
PROTAC Linker
Molecular Formula
C20H32O6
Molecular Weight
368.47
Appearance
Pale Yellow Oily Matter

* For research and manufacturing use only. Not for human or clinical use.

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Purity
≥95%
Appearance
Pale Yellow Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]oxane
Synonyms
2H-Pyran, tetrahydro-2-[(13-phenyl-3,6,9,12-tetraoxatridec-1-yl)oxy]-; 2-[2-[2-[2-[2-(Benzyloxy)ethoxy]ethoxy]ethoxy]ethoxy]tetrahydro-2H-pyran; 2-((1-phenyl-2,5,8,11-tetraoxatridecan-13-yl)oxy)tetrahydro-2H-pyran
Boiling Point
471.2±45.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
KNXMANKMVQASTE-UHFFFAOYSA-N
InChI
InChI=1S/C20H32O6/c1-2-6-19(7-3-1)18-24-15-14-22-11-10-21-12-13-23-16-17-26-20-8-4-5-9-25-20/h1-3,6-7,20H,4-5,8-18H2
SMILES
C1CCOC(C1)OCCOCCOCCOCCOCC2=CC=CC=C2

Benzyl-PEG4-THP is a polyethylene glycol–based linker bearing a benzyl group and a tetrahydropyranyl (THP) protecting functionality, designed to support modular PROTAC assembly and controlled attachment of warheads and ligands. Its ether-rich PEG segment promotes solubility and conformational flexibility, while the THP handle enables orthogonal chemical manipulation during synthesis. The benzyl substituent provides a robust anchoring motif that can be leveraged for stepwise coupling strategies.

Structure: The linker contains an ether-rich PEG chain that provides flexible, hydrophilic character, coupled to a benzyl substituent and a THP (tetrahydropyran) acetal moiety. It features stable C–O and C–C bonds typical of PEG ethers and acetal-protected alcohol derivatives, supporting compatibility with common organic synthesis conditions.

Reactivity: The THP acetal is suited for acid-mediated deprotection to reveal an alcohol for subsequent conjugation steps, following established acetal hydrolysis principles. PROTAC linker installation typically employs standard coupling chemistries for alcohol-derived intermediates, using appropriate activating agents under controlled conditions. Solvent choice should balance PEG solubility and reaction kinetics, and catalysts or acids used for THP removal should be selected to minimize side reactions on ether linkages.

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L

* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
g

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