NH-bis(PEG3-C2-NH-Boc)

 CAS No.: 2055024-51-4  Cat No.: BP-501615 4.5  

NH-bis(PEG3-C2-NH-Boc) is a bifunctional, PEG-based linker building block designed for PROTAC and targeted protein degradation workflows. Structurally, it contains two terminal amine functionalities protected as Boc groups, connected through a short ethylene spacer and a poly(ethylene glycol) segment (PEG3) that provides hydrophilicity and conformational flexibility. The “bis” architecture enables orthogonal coupling to two different PROTAC components, such as a ligand for the target protein and a ligand for an E3 ligase, by deprotecting Boc groups to reveal reactive amines for amide or urea bond formation. In PROTAC design, this linker geometry can help tune the effective distance and relative orientation between binding moieties, improving recruitment of the E3 ligase and promoting formation of a productive ternary complex. Its PEG-mediated flexibility and dual-ended reactivity make it a practical choice for constructing degradation agents with controlled conjugation points and improved solubility during synthesis and screening.

NH-bis(PEG3-C2-NH-Boc)

Structure of 2055024-51-4

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PROTAC Linker
Molecular Formula
C₂₆H₅₃N₃O₁₀
Molecular Weight
567.71

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

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IUPACName
tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethylamino]ethoxy]ethoxy]ethoxy]ethyl]carbamate
InChI Key
SWJLEMRUSPERBV-UHFFFAOYSA-N
InChI
InChI=1S/C26H53N3O10/c1-25(2,3)38-23(30)28-9-13-34-17-21-36-19-15-32-11-7-27-8-12-33-16-20-37-22-18-35-14-10-29-24(31)39-26(4,5)6/h27H,7-22H2,1-6H3,(H,28,30)(H,29,31)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCNCCOCCOCCOCCNC(=O)OC(C)(C)C

This PROTAC linker, NH-bis(PEG3-C2-NH-Boc), is designed to provide a flexible, hydrophilic polyethylene glycol-based spacer while incorporating protected amine functionalities for controlled conjugation. Its balanced solubility and modular reactivity support efficient assembly of targeted protein degraders, enabling researchers to connect ligands and optimize linker length, accessibility, and overall degrader performance. The following sections describe its structural features and practical reactivity considerations in PROTAC construction in detail below.

Structure: The molecule contains an NH-centered bis-functional architecture with PEG3-derived ethylene glycol units that impart conformational flexibility and hydrophilicity. Two carbon–nitrogen connections and Boc-protected amines are present, providing stable protecting groups that can be selectively removed under standard deprotection conditions.

Reactivity: The Boc groups enable stepwise synthesis: protected amines can be maintained during coupling steps and then deprotected to generate primary amines for subsequent bond formation. Typical PROTAC linker installation uses amide or urea-forming chemistries with activated carboxylic acids or isocyanates, often employing base and polar aprotic solvents. Deprotection is commonly performed with acid in compatible solvents, followed by immediate coupling to minimize 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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