t-Boc-N-amido-PEG9-alcohol

 CAS No.: 2112731-44-7  Cat No.: BP-500361  Purity: ≥95% 4.5  

t-Boc-N-amido-PEG9-alcohol is a protected, mono-functional polyethylene glycol linker bearing a terminal alcohol and an N-amide handle, with a Boc-protected amine that enables controlled coupling chemistry. The PEG segment provides a hydrophilic, flexible spacer that can reduce steric interference and improve the effective reach between a ligand-binding “warhead” and an E3-recruiting moiety in PROTAC constructs. In targeted protein degradation designs, this linker is typically used to connect or further derivatize reactive groups (e.g., converting the terminal alcohol to an activated ester, carbonate, or leaving-group derivative) while preserving the amide connectivity for stable conjugation. The Boc protection supports stepwise synthesis and minimizes side reactions during assembly of heterobifunctional degraders. As a modular PEG-based spacer, it is valuable for systematically tuning degrader geometry, solubility, and linker length to optimize ternary complex formation and degradation efficiency in experimental PROTAC workflows.

t-Boc-N-amido-PEG9-alcohol

Structure of 2112731-44-7

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Category
PROTAC Linker
Molecular Formula
C23H47NO11
Molecular Weight
513.62
Related CAS
159156-95-3 (polymer)
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
IUPACName
tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
NHBoc-PEG9-OH; N-Boc-PEG9-alcohol; BocNH-PEG9-OH; tert-Butyl (26-hydroxy-3,6,9,12,15,18,21,24-octaoxahexacosyl)carbamate; 5,8,11,14,17,20,23,26-Octaoxa-2-azaoctacosanoic acid, 28-hydroxy-, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl (26-hydroxy-3,6,9,12,15,18,21,24-octaoxahexacos-1-yl)carbamate; Carbamic acid, N-(26-hydroxy-3,6,9,12,15,18,21,24-octaoxahexacos-1-yl)-, 1,1-dimethylethyl ester
Boiling Point
585.1±50.0 °C at 760 mmHg
Density
1.095±0.06 g/cm3 (Predicted)
InChI Key
RRJGWZKZLBILQF-UHFFFAOYSA-N
InChI
InChI=1S/C23H47NO11/c1-23(2,3)35-22(26)24-4-6-27-8-10-29-12-14-31-16-18-33-20-21-34-19-17-32-15-13-30-11-9-28-7-5-25/h25H,4-21H2,1-3H3,(H,24,26)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCO

t-Boc-N-amido-PEG9-alcohol, provides a PEG-based, amide-bearing tether suitable for connecting targeting and E3-ligase-binding modules while supporting favorable solubility and conformational flexibility. Its protected amine functionality enables controlled coupling strategies, and the terminal alcohol offers a versatile handle for derivatization. Such linkers are widely used in targeted protein degradation workflows to tune linker length, reduce aggregation, and improve overall construct performance. Detailed structural and reactivity considerations follow below.

Structure: The linker features a poly(ethylene glycol) chain terminated by a primary alcohol and incorporating an amide linkage, with a Boc-protected nitrogen providing acid-labile protection. It contains ether linkages characteristic of PEG, along with amide and carbamate functionalities that support stable covalent connectivity and tunable polarity.

Reactivity: The Boc group can be removed under standard acid-mediated deprotection conditions to reveal a reactive amine for subsequent amide or urea-forming couplings. The terminal alcohol can be converted to activated derivatives (for example, halides, mesylates, or carbonates) to enable nucleophilic substitution or ester formation with complementary electrophiles. Coupling steps commonly proceed via carbodiimide-mediated amidation or related amide bond strategies using appropriate bases and polar aprotic 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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