Azido-PEG7-t-butyl ester

 CAS No.: 2596867-40-0  Cat No.: BP-501478  Purity: >95% 4.5  

Azido-PEG7-t-butyl ester is a heterobifunctional polyethylene glycol linker featuring a terminal azide handle and a protected carboxyl group masked as a tert-butyl ester. Structurally, it comprises a PEG chain of seven ethylene glycol units that provides aqueous solubility and conformational flexibility, while the azide enables bioorthogonal conjugation (commonly via Cu(I)-catalyzed or strain-promoted azide–alkyne cycloaddition) to attach to complementary PROTAC or targeting modules. The tert-butyl ester functions as a carboxyl protecting group during synthesis, allowing controlled deprotection to generate a reactive acid for subsequent amide or ester coupling to ligands such as E3 ligase recruiters or target-binding moieties. In PROTAC design, this linker helps position two binding components with reduced steric interference and improved pharmacological-like solubility, facilitating efficient synthesis and modular assembly of targeted protein degraders for structure–activity relationship studies and optimization of linker length and attachment geometry.

Azido-PEG7-t-butyl ester

Structure of 2596867-40-0

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Category
PROTAC Linker
Molecular Formula
C21H41N3O9
Molecular Weight
479.56
Appearance
Transparent Liquid

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

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Purity
>95%
Solubility
Soluble in DMSO
Appearance
Transparent Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Azido-PEG7-COOtBu; 2-Methyl-2-propanyl 1-azido-3,6,9,12,15,18,21-heptaoxatetracosan-24-oate; 3,6,9,12,15,18,21-Heptaoxatetracosan-24-oic acid, 1-azido-, 1,1-dimethylethyl ester; tert-butyl 1-azido-3,6,9,12,15,18,21-heptaoxatetracosan-24-oate
InChI Key
KNNPWJYJJZETEL-UHFFFAOYSA-N
InChI
InChI=1S/C21H41N3O9/c1-21(2,3)33-20(25)4-6-26-8-10-28-12-14-30-16-18-32-19-17-31-15-13-29-11-9-27-7-5-23-24-22/h4-19H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Azido-PEG7-t-butyl ester is a PEG-based PROTAC linker designed to provide a flexible hydrophilic spacer while incorporating an azide handle for bioorthogonal conjugation. Its protected carboxyl functionality enables controlled coupling to targeting ligands, supporting modular assembly of degrader constructs. The combination of a terminal azide and an ester-protected acid is particularly advantageous for stepwise synthesis and late-stage functionalization in targeted protein degradation workflows. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a poly(ethylene glycol) chain terminating in an azide group and a tert-butyl ester-protected carboxylate. It contains ether linkages within the PEG segment, an azide functional group, and an ester moiety, providing chemical stability under mild conditions and hydrophilicity for improved solubility.

Reactivity: The azide group is suited for copper-catalyzed azide–alkyne cycloaddition or related click-type conjugations, enabling attachment to alkyne-bearing partners under conditions compatible with sensitive biomolecule conjugates. The tert-butyl ester can be deprotected using acid to reveal the carboxylic acid for subsequent amide or ester bond formation. Typical coupling strategies use standard activating reagents and polar organic solvents with base, following established PROTAC linker assembly principles.

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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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