Benzyl-N-bis(PEG3-Boc)

 Cat No.: BP-501800 4.5  

Benzyl-N-bis(PEG3-Boc) is a PEG-based, protected linker building block designed for constructing PROTACs and other targeted protein degradation conjugates. Structurally, it combines a benzyl core with two PEG3 arms terminated by Boc-protected functionalities, providing a flexible, hydrophilic spacer while maintaining synthetic compatibility during stepwise assembly. In PROTAC designs, such PEG spacers are commonly used to tune the effective distance and conformational freedom between the ligand-binding “warhead” and the E3 ligase recruiting element, helping to reduce steric clashes and improve productive ternary complex formation. The Boc protection supports controlled coupling and deprotection strategies, enabling reliable synthesis of multi-component conjugates. This material is valuable for researchers seeking modular linker architectures that balance solubility, linker flexibility, and synthetic tractability, thereby facilitating systematic structure–activity relationship studies in targeted degradation workflows.

Benzyl-N-bis(PEG3-Boc)

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Category
PROTAC Linker
Molecular Formula
C₃₃H₅₇NO₁₀
Molecular Weight
627.81

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[benzyl-[2-[2-[2-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
N-Benzyl-N-bis(PEG3-t-butyl ester)
InChI Key
XXXHNLSMJCAWIF-UHFFFAOYSA-N
InChI
InChI=1S/C33H57NO10/c1-32(2,3)43-30(35)12-16-37-20-24-41-26-22-39-18-14-34(28-29-10-8-7-9-11-29)15-19-40-23-27-42-25-21-38-17-13-31(36)44-33(4,5)6/h7-11H,12-28H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCN(CCOCCOCCOCCC(=O)OC(C)(C)C)CC1=CC=CC=C1

Benzyl-N-bis(PEG3-Boc) is a PEG-based linker bearing two tert-butyl ester-protected carboxyl groups for modular synthesis workflows. Its ether-rich PEG arms promote solubility and conformational flexibility, while the two tert-butyl ester-protected carboxyl groups enable controlled stepwise coupling strategies. The linker’s design is particularly useful when robust, stepwise assembly and downstream functionalization are required; detailed structural and reactivity considerations are provided below.

Structure: The linker contains a benzyl-substituted tertiary amine core connected to two PEG3 arms terminating in tert-butyl ester-protected carboxyl groups. It features tert-butyl ester groups, a benzyl aromatic substituent, and repeating ethylene-oxide units that impart hydrophilicity and conformational flexibility.

Reactivity: The tert-butyl esters can be preserved during non-acidic coupling steps and then cleaved under acid-mediated conditions to reveal carboxylic acids. The resulting carboxylic acids can be activated for amide coupling with amine-containing partners. Suitable solvents include polar aprotic media, and coupling is often facilitated by standard peptide-coupling reagents; reaction design should consider PEG compatibility and minimize side reactions during deprotection.

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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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