Bis-PEG5-t-butyl ester

 CAS No.: 439114-12-2  Cat No.: BP-501505  Purity: ≥95% 4.5  

Bis-PEG5-t-butyl ester is a bifunctional polyethylene glycol (PEG) linker featuring a linear PEG5 spacer capped at both ends with tert-butyl ester groups, providing a flexible, hydrophilic scaffold for PROTAC construction. Structurally, the molecule offers a defined chain length and ester functionality that can be used as protected carboxyl termini, enabling controlled conjugation to ligands or reactive handles while minimizing undesired side reactions during synthesis. In PROTAC design, such PEG-based linkers help tune the spatial arrangement and effective reach between the target-binding moiety and the E3 ligase recruiter, thereby influencing ternary complex formation and degradation potency. The bifunctional architecture supports modular assembly strategies, facilitating systematic optimization of linker geometry and solubility. As a research tool, this linker is valuable for preparing next-generation targeted protein degraders where improved aqueous compatibility, reduced aggregation, and rational linker length/chemistry control are critical for reproducible biological evaluation.

Bis-PEG5-t-butyl ester

Structure of 439114-12-2

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Category
PROTAC Linker
Molecular Formula
C22H42O9
Molecular Weight
450.56
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%
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-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
OtBu-PEG5-OtBu; CH2CH2COOTBU-PEG5-CH2CH2COOTBU; Di-tert-butyl 4,7,10,13,16-pentaoxanonadecane-1,19-dioate; 4,7,10,13,16-Pentaoxanonadecanedioic acid, 1,19-bis(1,1-dimethylethyl) ester; 1,19-Bis(1,1-dimethylethyl) 4,7,10,13,16-pentaoxanonadecanedioate; 4,7,10,13,16-Pentaoxanonadecanedioic acid, bis(1,1-dimethylethyl) ester; 3-[2-[2-[2-[2-(2-tert-Butoxycarbonylethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propionic acid tert-butyl ester
Boiling Point
489.0±40.0 °C at 760 mmHg
Density
1.046±0.06 g/cm3 (Predicted)
InChI Key
RYJCLSVRARTBFI-UHFFFAOYSA-N
InChI
InChI=1S/C22H42O9/c1-21(2,3)30-19(23)7-9-25-11-13-27-15-17-29-18-16-28-14-12-26-10-8-20(24)31-22(4,5)6/h7-18H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCC(=O)OC(C)(C)C

Bis-PEG5-t-butyl ester is a polyethylene glycol-based PROTAC linker motif designed to provide aqueous compatibility and conformational flexibility between ligand-binding elements. Its PEG character can help tune effective linker length and solvation, while the t-butyl ester functionality enables controlled ester chemistry during PROTAC assembly. The product is particularly useful for researchers building targeted protein degradation constructs, where subsequent steps require reliable coupling and later functional group handling; the detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a PEG-derived polyether backbone bearing terminal t-butyl ester groups. It contains ether linkages along the PEG chain and ester carbonyls at the termini, combining flexible, hydrophilic segments with protected carboxyl functionality. This balance supports solubility in polar media and stable handling under standard synthetic conditions.

Reactivity: The t-butyl ester groups are suitable for ester-based coupling strategies in PROTAC synthesis, including formation of amide or ester linkages after deprotection. Deprotection is typically achieved under acid-promoted conditions to generate the corresponding carboxylic acids, enabling subsequent nucleophilic acyl substitution. Common approaches use mild organic acids in compatible solvents, followed by coupling reagents appropriate for carboxyl–amine or carboxyl–nucleophile conjugation.

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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 ╳
g/mol
g

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