N-(Amino-PEG4)-N-bis(PEG4-Boc)

 CAS No.: 2093153-97-8  Cat No.: BP-500333 4.5  

N-(Amino-PEG4)-N-bis(PEG4-Boc) is a multifunctional, PEG-based linker building block featuring a central primary amine that is protected as a Boc-bearing, PEG4-extended bis-substituted motif. Structurally, it provides a flexible hydrophilic spacer (PEG4 units) and orthogonal protection handles (Boc groups) that can be selectively removed to reveal reactive amines for subsequent conjugation. In PROTAC design, such PEG linkers are used to tune linker length, conformational freedom, and solubility, thereby optimizing the productive geometry between the ligand-recruiting modules (e.g., a target-binding ligand and an E3 ligase ligand). The amino functionality enables attachment to one PROTAC component, while the Boc-protected amines support controlled stepwise coupling to the remaining module, facilitating modular synthesis of degraders. This compound is valuable for researchers seeking reproducible, water-compatible linker architectures that can improve synthesis efficiency and support systematic structure–activity optimization in targeted protein degradation studies.

N-(Amino-PEG4)-N-bis(PEG4-Boc)

Structure of 2093153-97-8

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PROTAC Linker
Molecular Formula
C₄₀H₈₀N₂O₁₆
Molecular Weight
845.07

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

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IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethyl-[2-[2-[2-[2-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
HDYQXCFGWDQGRX-UHFFFAOYSA-N
InChI
InChI=1S/C40H80N2O16/c1-39(2,3)57-37(43)7-13-45-19-25-51-31-34-54-28-22-48-16-10-42(12-18-50-24-30-56-36-33-53-27-21-47-15-9-41)11-17-49-23-29-55-35-32-52-26-20-46-14-8-38(44)58-40(4,5)6/h7-36,41H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCN(CCOCCOCCOCCOCCC(=O)OC(C)(C)C)CCOCCOCCOCCOCCN

N-(Amino-PEG4)-N-bis(PEG4-Boc), is designed to provide a PEG-based, hydrophilic spacer architecture that supports efficient conjugation and spatial control between binding modules in targeted protein degradation constructs. Its amino-functional handle and multiple Boc-protected sites enable stepwise assembly, improving synthetic flexibility and compatibility with common PROTAC coupling workflows. Detailed structural and reactivity considerations are provided below to guide experimental planning.

Structure: The linker contains an amino-terminated PEG scaffold and additional PEG arms bearing Boc-protected functionalities. Its repeating ether units confer pronounced hydrophilicity and conformational flexibility, while carbamate (Boc) groups serve as stable, masked reactive sites. Overall, it presents ether-rich connectivity and protected amine chemistry for modular PROTAC synthesis.

Reactivity: Boc-protected groups are typically deprotected under mild acid conditions to reveal amine nucleophiles for subsequent amide or urea-forming couplings. For PROTAC assembly, the liberated amines can react with activated carboxylic acid derivatives (such as NHS esters or activated esters) or with isocyanate/activated carbonyl partners, following standard nucleophilic acyl substitution principles. Common solvents include polar aprotic media, and coupling steps often employ base and coupling reagents compatible with PEG linkers to minimize side reactions.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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