t-Boc-N-amido-PEG7-propionic acid

 CAS No.: 2055044-68-1  Cat No.: BP-501314  Purity: ≥95% 4.5  

t-Boc-N-amido-PEG7-propionic acid is a PEG-based PROTAC linker building block featuring a terminal Boc-protected amine (carbamate) and a carboxylic acid handle. The PEG7 segment provides a hydrophilic, flexible spacer that can reduce steric interference and improve solubility of conjugates, while the propionic acid functionality serves as a reactive anchor for amide or ester bond formation to connect either the E3 ligase ligand or the target-binding moiety. In PROTAC design, such linkers help position the two binding elements at an appropriate distance and orientation to promote formation of the ternary complex and subsequent ubiquitination-driven degradation. As a modular intermediate, it is valuable for assembling and optimizing targeted protein degradation constructs, allowing researchers to systematically tune linker length, polarity, and conjugation strategy during structure–activity relationship studies.

t-Boc-N-amido-PEG7-propionic acid

Structure of 2055044-68-1

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Category
PROTAC Linker
Molecular Formula
C22H43NO11
Molecular Weight
497.58
Related CAS
187848-68-6 (polymer)
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 DMSO
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
t-Boc-N-amido-PEG7-acid; Boc-NH-PEG7-CH2CH2COOH; t-Boc-NH-amido-PEG7-COOH; Boc-NH-PEG7-COOH; 5,8,11,14,17,20,23-Heptaoxa-2-azahexacosanedioic Acid 1-(1,1-Dimethylethyl) Ester; 2,2-Dimethyl-4-oxo-3,8,11,14,17,20,23,26-octaoxa-5-azanonacosan-29-oic acid; 3,8,11,14,17,20,23,26-Octaoxa-5-azanonacosan-29-oic acid, 2,2-dimethyl-4-oxo-
Boiling Point
598.4±50.0 °C at 760 mmHg
Density
1.122±0.06 g/cm3 (Predicted)
InChI Key
NRLJITQFPLHTDR-UHFFFAOYSA-N
InChI
InChI=1S/C22H43NO11/c1-22(2,3)34-21(26)23-5-7-28-9-11-30-13-15-32-17-19-33-18-16-31-14-12-29-10-8-27-6-4-20(24)25/h4-19H2,1-3H3,(H,23,26)(H,24,25)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

t-Boc-N-amido-PEG7-propionic acid is a PEG-based PROTAC linker building block designed to provide a flexible, hydrophilic spacer that can improve solubility and support productive ternary complex formation. Its protected amide functionality enables controlled conjugation to targeting ligands and subsequent assembly of degraders under standard synthetic workflows. The following sections describe the linker’s structural features and practical reactivity considerations for PROTAC construction.

Structure: The linker contains a polyethylene glycol chain that confers conformational flexibility and water-compatible polarity, connected through an amide linkage to a propionic acid functionality. A t-Boc-protecting group on the nitrogen supports selective deprotection and downstream coupling chemistry.

Reactivity: PROTAC synthesis commonly uses t-Boc deprotection under acidic conditions to reveal the amine for amide or carbamate-forming coupling. The carboxylic acid can be activated via standard carboxyl activation strategies (e.g., coupling reagents) to react with amine-bearing ligands. Reaction design should prioritize mild conditions compatible with sensitive functional groups and maintain linker solubility in polar solvents.

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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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