Benzyl-PEG6-t-butyl ester

 CAS No.: 2148296-00-6  Cat No.: BP-501013  Purity: ≥95% 4.5  

Benzyl-PEG6-t-butyl ester is a polyethylene glycol (PEG)–based linker featuring a benzyl group at one terminus and a tert-butyl ester at the other, providing a flexible, water-compatible chain length typical of PROTAC linker components. Its ether-rich PEG backbone enhances solubility and reduces steric constraints between the two ligands that must be brought into proximity for ternary complex formation. In PROTAC designs, this type of linker serves as a spacer that tunes the effective distance and relative orientation between the target-binding moiety and the E3 ligase ligand, thereby improving the probability of productive ubiquitination and subsequent targeted protein degradation. The tert-butyl ester functionality also offers a chemically addressable handle for controlled derivatization or conversion to more reactive carboxylate forms during synthesis. Overall, Benzyl-PEG6-t-butyl ester is valuable for constructing modular, aqueous-compatible PROTACs and for systematic structure–activity optimization of linker length and flexibility.

Benzyl-PEG6-t-butyl ester

Structure of 2148296-00-6

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Category
PROTAC Linker
Molecular Formula
C24H40O8
Molecular Weight
456.56
Appearance
Transparent Liquid

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

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Purity
≥95%
Appearance
Transparent Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Benzyl-PEG6-Boc; 4,7,10,13,16,19-Hexaoxaeicosanoic acid, 20-phenyl-, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl 1-phenyl-2,5,8,11,14,17-hexaoxaicosan-20-oate; tert-butyl 1-phenyl-2,5,8,11,14,17-hexaoxaicosan-20-oate
Boiling Point
519.0±45.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
YMENZJULXBSWLC-UHFFFAOYSA-N
InChI
InChI=1S/C24H40O8/c1-24(2,3)32-23(25)9-10-26-11-12-27-13-14-28-15-16-29-17-18-30-19-20-31-21-22-7-5-4-6-8-22/h4-8H,9-21H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCC1=CC=CC=C1

Benzyl-PEG6-t-butyl ester is a polyethylene glycol (PEG)-based PROTAC linker designed to provide aqueous compatibility, conformational flexibility, and spacing between a ligand and an E3-recruiting or target-binding module. Its ester functionality enables controlled, modular conjugation strategies commonly used in targeted protein degradation workflows. The benzyl and tert-butyl groups support practical synthetic handling and orthogonal functional-group manipulation. The detailed Structure and Reactivity parameters are provided below.

Structure: The linker comprises a PEG chain that offers hydrophilicity and dynamic conformational freedom, flanked by benzyl and tert-butyl ester protecting/handle motifs. It contains ether linkages within the PEG backbone and an ester linkage connecting the terminal functional group, enabling stable storage and subsequent chemical transformation.

Reactivity: This ester-bearing PEG linker is typically employed in PROTAC assembly via ester activation or functional-group interconversion, followed by coupling to nucleophilic partners (such as amines or alcohols) under conditions compatible with PEG stability. Common approaches rely on mild acyl-activation chemistry and controlled deprotection steps using standard organic solvents; reaction design should consider maintaining solubility and minimizing PEG cleavage.

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* 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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