Benzyl-PEG6-NHBoc

 CAS No.: 2148295-93-4  Cat No.: BP-500564  Purity: >95% 4.5  

Benzyl-PEG6-NHBoc is a PEG-based bifunctional linker featuring a benzyl group at one terminus and a Boc-protected amine at the other, connected through an oligo(ethylene glycol) chain that provides a flexible, hydrophilic spacer. In PROTAC and targeted protein degradation constructs, PEG linkers are widely used to tune the spatial relationship between the ligand-bearing “warhead” and the E3 ligase–recruiting moiety, improving productive ternary complex formation while reducing steric clashes and nonspecific hydrophobic interactions. The benzyl handle can serve as a convenient anchoring or derivatization site, whereas the Boc-protected amine enables controlled downstream functionalization (e.g., deprotection followed by amide or urea coupling) to install the required conjugation chemistry without premature reactivity. This linker is valuable for researchers seeking reproducible, modular assembly of degradation agents and for optimizing linker length and flexibility to enhance degradation potency and selectivity in cellular assays.

Benzyl-PEG6-NHBoc

Structure of 2148295-93-4

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Category
PROTAC Linker
Molecular Formula
C₂₄H₄₁NO₈
Molecular Weight
471.58
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
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-[2-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
Benzyl-PEG6-NHBoc; 2148295-93-4; tert-butyl N-(1-phenyl-2,5,8,11,14,17-hexaoxanonadecan-19-yl)carbamate; AKOS040757353; HY-132030; CS-0147924
InChI Key
UCUVQZHCUVOJHX-UHFFFAOYSA-N
InChI
InChI=1S/C24H41NO8/c1-24(2,3)33-23(26)25-9-10-27-11-12-28-13-14-29-15-16-30-17-18-31-19-20-32-21-22-7-5-4-6-8-22/h4-8H,9-21H2,1-3H3,(H,25,26)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCC1=CC=CC=C1

Benzyl-PEG6-NHBoc is a polyethylene glycol-based PROTAC linker building block designed to provide a flexible, hydrophilic spacer between an E3 ligase ligand and a target-binding moiety. Its PEG character supports aqueous solubility and can help tune effective intramolecular reach and conformational freedom in targeted protein degradation constructs. The benzyl and Boc-protected amine functionality enable practical synthetic handling during PROTAC assembly. Detailed structural features and reaction considerations are provided below.

Structure: The linker contains an ether-rich PEG chain that confers flexibility and polarity, coupled to a benzyl group and a Boc-protected amine. It features multiple C–O and C–C connections within the polymeric backbone, with an ester-free, nonionic character that favors compatibility with aqueous reaction media.

Reactivity: The Boc-protected amine is typically introduced or retained during coupling steps, then deprotected under standard acid-mediated conditions to generate a free amine for subsequent bond formation. PROTAC linker assembly commonly proceeds via amide or carbamate formation using activated carboxylic acids or appropriate coupling reagents. Mild organic solvents and controlled temperatures are generally used to preserve PEG integrity and avoid side reactions.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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