Propargyl-PEG7-t-butyl ester

 CAS No.: 1818294-29-9  Cat No.: BP-500645  Purity: >95% 4.5  

Propargyl-PEG7-t-butyl ester is a PEG-based PROTAC linker featuring a terminal propargyl (alkyne) handle and a protected carboxylate masked as a tert-butyl ester. Structurally, it consists of an oligo(ethylene glycol) chain of seven ethylene glycol units that provides water solubility and conformational flexibility, while the propargyl group enables bioorthogonal or click-type conjugation to azide-containing ligands or other functional partners. The tert-butyl ester serves as a stable synthetic protecting group for subsequent conversion to a free carboxylic acid, allowing controlled attachment to targeting motifs or E3 ligase–binding modules through amide or ester-forming coupling strategies. In targeted protein degradation research, this linker design helps tune the spatial separation and effective orientation between the two binding domains, often improving formation of the ternary complex and thereby supporting efficient ubiquitination and degradation. It is therefore a useful intermediate for constructing modular PROTACs and related conjugates with adjustable linker length and attachment chemistry.

Propargyl-PEG7-t-butyl ester

Structure of 1818294-29-9

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Category
PROTAC Linker
Molecular Formula
C22H40O9
Molecular Weight
448.55
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
>95%
Solubility
Soluble in DCM, DMF, DMSO
Appearance
Pale Yellow or Colorless Oily 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-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Propargyl-PEG7-Boc; Propargyl-PEG7-COOtBu; Propargyl-PEG6-CH2COOtBu; Propargyl-PEG6-CH2CH2COOtBu; 4,7,10,13,16,19,22-Heptaoxapentacos-24-ynoic acid, 1,1-dimethylethyl ester; Propargyl-PEG7-tBu ester; 2-Methyl-2-propanyl 4,7,10,13,16,19,22-heptaoxapentacos-24-yn-1-oate
Boiling Point
494.3±40.0°C (Predicted)
Density
1.059±0.06 g/cm3 (Predicted)
InChI Key
ZYHHJKFUMHBJSI-UHFFFAOYSA-N
InChI
InChI=1S/C22H40O9/c1-5-7-24-9-11-26-13-15-28-17-19-30-20-18-29-16-14-27-12-10-25-8-6-21(23)31-22(2,3)4/h1H,6-20H2,2-4H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCC#C

Propargyl-PEG7-t-butyl ester is a PEG-based PROTAC linker designed to provide conformational flexibility and improved solubility while incorporating a terminal alkyne handle for modular conjugation. The t-butyl ester functionality enables controlled ester chemistry for linker-to-warhead assembly or subsequent functionalization. These features make it well suited for constructing targeted protein degradation molecules, where reliable attachment chemistry and stable linker behavior are critical;

Structure: The molecule comprises a poly(ethylene glycol) chain terminated by a propargyl group and a t-butyl ester. It contains an alkyne, ether linkages within the PEG segment, and an ester carbonyl connected to a tert-butyl moiety. Overall polarity and hydrogen-bonding capacity from the PEG segment support aqueous compatibility.

Reactivity: The terminal alkyne is suitable for orthogonal coupling strategies commonly used in PROTAC synthesis, including copper-catalyzed azide–alkyne cycloaddition or related click-type conjugations under standard inert or controlled conditions. The t-butyl ester can be cleaved under acid-promoted conditions to generate a carboxylic acid for subsequent amide or ester-forming steps. Typical coupling uses base-activated carboxyl chemistry with appropriate dry solvents and catalysts as required by the chosen transformation.

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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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