Azido-PEG3-t-butyl ester

 CAS No.: 252881-73-5  Cat No.: BP-501369  Purity: ≥95% 4.5  

Azido-PEG3-t-butyl ester is a short, functionalized polyethylene glycol linker bearing a terminal azide group and a protected carboxylate as a tert-butyl ester. Structurally, it provides a flexible three–ethylene glycol unit spacer that can extend and spatially tune the relative orientation of PROTAC components while the azide enables efficient bioorthogonal conjugation (commonly via Cu(I)-catalyzed or strain-promoted azide–alkyne cycloaddition) to install targeting ligands or other reactive handles. The tert-butyl ester serves as a stability-enhancing protecting group for subsequent deprotection to reveal a carboxylic acid for amide or ester coupling, facilitating controlled attachment to warheads or E3 ligase–binding motifs. In targeted protein degradation workflows, this linker is valuable for optimizing linker length and attachment chemistry, improving synthesis modularity, and enabling rapid generation of PROTAC analogs for structure–activity relationship studies.

Azido-PEG3-t-butyl ester

Structure of 252881-73-5

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Category
PROTAC Linker
Molecular Formula
C13H25N3O5
Molecular Weight
303.35
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DMSO (10 mm)
Appearance
Pale Yellow or Colorless Oily Matter
Application
Applicated in medical research, drug-release, nanotechnology and new materials research, cell culture. In the study of ligand, polypeptide synthesis support, a graft polymer compounds, new materials, and polyethylene glycol-modified functional coatings and other aspects of the active compound.<br />Monodisperse Azido-PEG3-t-butyl ester (N3-PEG3-CH2CH2COOtBu) is a click chemistry reagent containing an azide (N3) and a t-butyl ester moiety. The hydrophilic PEG spacer increases solubility in aqueous media. The azide (N3) group canis reactive with alkyne, such as BCN, DBCO via Click Chemistry. The t-butyl protected carboxyl group can be deprotected under acidic conditions.
ShelfLife
0-4°C for short term (days to weeks), or -20°C for long term (months).
Storage
Store at -20°C, keep in dry and avoid sunlight
Shipping
Room temperature
IUPACName
tert-butyl 3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]propanoate
Synonyms
N3-PEG3-CH2CH2COOtBu;N3-PEG3-tBu; N3-PEG3-CH2CH2-Boc; 3-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]propanoic acid 1,1-dimethylethyl ester; tert-Butyl 12-azido-4,7,10-trioxadocecanoate; 12-Azido-4,7,10-trioxadodecanoic acid tert-butyl ester; 2-Methyl-2-propanyl 3-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}propanoate; Propanoic acid, 3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]-, 1,1-dimethylethyl ester
InChI Key
QUSLQIYNPWASRR-UHFFFAOYSA-N
InChI
InChI=1S/C13H25N3O5/c1-13(2,3)21-12(17)4-6-18-8-10-20-11-9-19-7-5-15-16-14/h4-11H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCN=[N+]=[N-]

Azido-PEG3-t-butyl ester is a PEG-based, azide-bearing PROTAC linker designed to enable modular assembly of targeted protein degraders through bioorthogonal click chemistry and subsequent functionalization. Its ether-rich PEG scaffold provides conformational flexibility and improved solubility, while the terminal azide offers a reliable handle for conjugation to ligands or warheads. The t-butyl ester functionality supports controlled downstream derivatization. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains an azide functional group attached to a short polyethylene glycol chain and terminates in a t-butyl ester. It features ether linkages characteristic of PEG, an ester carbonyl, and an azide moiety suitable for cycloaddition. Overall, it is an organic, polar, and chemically stable scaffold.

Reactivity: The azide group is well suited for strain-promoted or copper-catalyzed azide–alkyne cycloaddition to connect PROTAC components under mild conditions. The ester can be transformed via base-promoted deprotection to generate a carboxylate for amide coupling to ligands. Typical workflows use compatible polar organic solvents, inert atmospheres when needed, and standard coupling reagents for stepwise PROTAC synthesis.

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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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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