Boc-NH-PEG2-C2-amido-C4-acid

 CAS No.: 1310327-20-8  Cat No.: BP-501308 4.5  

Boc-NH-PEG2-C2-amido-C4-acid is a protected polyethylene glycol (PEG) linker bearing a Boc-protected amine and a short, functionalized chain that terminates in a carboxylic acid. Structurally, it provides a flexible hydrophilic spacer typical of PROTAC linker modules, while the terminal carboxylic acid and the Boc-protected amine (after deprotection) provide the main conjugation handles; the internal amide is a stable linkage to assemble bifunctional degraders. In PROTAC design, such linkers help position the two binding elements—typically a target-binding ligand and an E3 ligase recruiter—at an appropriate distance and relative orientation, improving productive ternary complex formation and thereby enhancing ubiquitination-driven degradation. The terminal carboxylic acid facilitates coupling to activated derivatives of other PROTAC fragments (e.g., via amide bond formation), and the Boc group supports controlled stepwise synthesis. This compound is therefore useful for researchers building modular targeted degradation constructs, optimizing linker length and polarity, and generating analog libraries for structure–activity relationship studies.

Boc-NH-PEG2-C2-amido-C4-acid

Structure of 1310327-20-8

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Category
PROTAC Linker
Molecular Formula
C₁₇H₃₂N₂O₇
Molecular Weight
376.45

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

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IUPACName
6-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethylamino]-6-oxohexanoic acid
Synonyms
PROTAC Linker 30
InChI Key
DNAOLRLMHJNXKE-UHFFFAOYSA-N
InChI
InChI=1S/C17H32N2O7/c1-17(2,3)26-16(23)19-9-11-25-13-12-24-10-8-18-14(20)6-4-5-7-15(21)22/h4-13H2,1-3H3,(H,18,20)(H,19,23)(H,21,22)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCNC(=O)CCCCC(=O)O

This PROTAC linker, Boc-NH-PEG2-C2-amido-C4-acid, is designed to provide a flexible, hydrophilic spacer that supports productive ternary complex formation while maintaining synthetic compatibility with common warhead and E3-ligand chemistries. Its protected amine and carboxylic acid functionality enable modular assembly under standard peptide-coupling strategies used in targeted protein degradation workflows. The structure and reactivity characteristics will be described in detail below.

Structure: The linker contains a short polyethylene glycol segment that imparts conformational flexibility and improves aqueous solubility. It features an amide linkage and a terminal carboxylic acid, with a Boc-protected amine that serves as a stable synthetic handle until deprotection and coupling.

Reactivity: The Boc group can be removed under acidolysis to reveal a free amine, which can then be coupled to activated carboxylic acids or carboxylate-bearing warheads using standard peptide-coupling reagents. The terminal carboxylic acid can be converted to common activated intermediates for amide bond formation. Typical conditions employ dry polar aprotic solvents, base to control pH, and inert atmosphere when required to minimize side reactions.

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* 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 ╳
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