Acid-PEG3-t-butyl ester

 CAS No.: 1807539-06-5  Cat No.: BP-501486  Purity: ≥95% 4.5  

Acid-PEG3-t-butyl ester is a heterobifunctional PEG-based linker intermediate designed for use in targeted protein degradation construct assembly. Structurally, it consists of a short three–ethylene glycol (PEG3) chain terminated with an acid functionality and a t-butyl ester group, providing both aqueous solubility and a chemically addressable handle for stepwise conjugation. In PROTAC design, PEG linkers are commonly employed to tune the spatial relationship between the ligand warhead and the recruited E3 ligase-binding moiety, reducing steric clashes and improving productive ternary complex formation. The t-butyl ester serves as a protected carboxyl group that can be selectively deprotected or transformed under standard synthetic conditions to enable amide coupling, esterification, or other bond-forming reactions to attach this linker to complementary reactive partners. This product is valuable for researchers seeking modular, solubility-enhancing linker scaffolds that facilitate systematic optimization of linker length and attachment chemistry in degradation studies.

Acid-PEG3-t-butyl ester

Structure of 1807539-06-5

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Category
PROTAC Linker
Molecular Formula
C14H26O7
Molecular Weight
306.35
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 DCM, DMF, DMSO, Water
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]ethoxy]ethoxy]propanoic acid
Synonyms
COOH-PEG3-COOtBu; Carboxy-PEG3-t-butyl ester; COOH-PEG3-OtBu; 2,2-dimethyl-4-oxo-3,7,10,13-tetraoxahexadecan-16-oic acid; Acid-PEG3-C2-Boc; 4,7,10,14-Tetraoxahexadecanoic acid, 15,15-dimethyl-13-oxo-; HOOCCH2CH2O-PEG2-CH2CH2COOtBu; 3,7,10,13-Tetraoxahexadecan-16-oic acid, 2,2-dimethyl-4-oxo-
Boiling Point
423.2±35.0 °C at 760 mmHg
Density
1.106±0.06 g/cm3
InChI Key
VDWZJPCGUNJFEE-UHFFFAOYSA-N
InChI
InChI=1S/C14H26O7/c1-14(2,3)21-13(17)5-7-19-9-11-20-10-8-18-6-4-12(15)16/h4-11H2,1-3H3,(H,15,16)
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCC(=O)O

Acid-PEG3-t-butyl ester is a PEG-based PROTAC linker building block designed to provide aqueous compatibility, conformational flexibility, and a chemically addressable ester handle for stepwise synthesis. Its polyethylene glycol segment helps tune solubility and linker dynamics, supporting efficient formation of ternary complexes in targeted protein degradation workflows. The following sections describe its structural characteristics and practical reactivity considerations for constructing PROTAC conjugates in a controlled manner.

Structure: Acid-PEG3-t-butyl ester comprises a polyethylene glycol chain terminated by an ester functionality bearing a tert-butyl group. The molecule contains ether linkages along the PEG backbone and an ester carbonyl, enabling hydrolytic or deprotection-based transformations. Its polar ether-rich character supports favorable solvation and dispersion in common organic and aqueous mixtures.

Reactivity: The tert-butyl ester serves as a protected carboxylic acid equivalent, making it suitable for acid-mediated deprotection to reveal a free acid for subsequent amide or ester coupling. Typical approaches use mild to moderately acidic conditions compatible with PEG-containing substrates, followed by standard coupling chemistries (e.g., carbodiimide-based or activated ester methods) under anhydrous conditions. Solvent systems often combine polar aprotic media with controlled water content to balance solubility and reaction efficiency.

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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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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
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