NH-bis(PEG3-Boc)

 CAS No.: 1814901-03-5  Cat No.: BP-501122 4.5  

NH-bis(PEG3-Boc) is a bifunctional, amine-bearing polyethylene glycol linker building block designed for PROTAC synthesis, featuring a central secondary amine and two PEG3 arms terminated as tert-butyl ester-protected carboxylic acids. The PEG3 segments provide conformational flexibility and hydrophilicity, which can help tune solubility and reduce nonspecific interactions of the final degrader. The tert-butyl esters protect the carboxylic acid termini and can be removed before acid activation and amide coupling to complementary PROTAC fragments, enabling stepwise assembly of the linker region that connects a target-binding ligand (e.g., an E3 ligase recruiter) to the warhead-binding moiety. In PROTAC design, such PEG-based, multi-arm linkers are commonly used to optimize the spatial arrangement required for formation of a productive ternary complex and efficient ubiquitination-mediated degradation. This reagent is valuable for researchers seeking modular, reproducible linker construction and for systematic structure–activity relationship studies focused on linker length, flexibility, and conjugation chemistry.

NH-bis(PEG3-Boc)

Structure of 1814901-03-5

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PROTAC Linker
Molecular Formula
C₂₆H₅₁NO₁₀
Molecular Weight
537.68

* 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-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]ethoxy]ethoxy]ethylamino]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
JZUKFOGFKFISJE-UHFFFAOYSA-N
InChI
InChI=1S/C26H51NO10/c1-25(2,3)36-23(28)7-11-30-15-19-34-21-17-32-13-9-27-10-14-33-18-22-35-20-16-31-12-8-24(29)37-26(4,5)6/h27H,7-22H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCNCCOCCOCCOCCC(=O)OC(C)(C)C

NH-bis(PEG3-Boc) is a polyethylene glycol–based PROTAC linker building block designed to provide solubility, conformational flexibility, and controlled attachment points for assembling bifunctional degraders. Its tert-butyl ester-protected carboxyl termini enable stepwise synthesis and late-stage conjugation strategies commonly used in targeted protein degradation workflows. The sections below describe the structure and practical reactivity considerations in detail.

Structure: The linker contains an NH-bearing bis(PEG) motif incorporating short ethylene glycol repeat units and two tert-butyl ester-protected carboxyl termini. It features ether linkages within the PEG segments, tert-butyl ester groups, and stable C–N and C–O bonds that support modular PROTAC assembly.

Reactivity: The tert-butyl esters are typically cleaved under acidic conditions to reveal carboxylic acid intermediates for subsequent coupling. PROTAC construction commonly proceeds via amide formation after activation of the liberated carboxylic acids, with coupling reagents selected to match the functional group compatibility. Orthogonal ester protection and sequential deprotection enable controlled conjugation to ligands under standard organic synthesis conditions in appropriate polar solvents.

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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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