Boc-Aminooxy-PEG3

 CAS No.: 252378-66-8  Cat No.: BP-501443  Purity: ≥95% 4.5  

Boc-Aminooxy-PEG3 is a Boc-protected aminooxy-functional polyethylene glycol linker designed for PROTAC and related targeted protein degradation constructs. Structurally, it contains a Boc-protected aminooxy group that must first be deprotected before chemoselective oxime formation, while the PEG3 segment provides a short, hydrophilic and conformationally flexible spacer that can reduce steric interference between the ligand-binding moieties and the recruited E3 ligase or target-binding ligand. In PROTAC design, the deprotected aminooxy handle enables stable covalent conjugation to carbonyl-containing partners (for example, aldehyde- or ketone-functionalized warheads or ligase-binding ligands), allowing researchers to position functional groups at an appropriate distance and orientation to promote productive ternary complex formation. Its PEG-based linker character makes it valuable for optimizing solubility, improving synthetic modularity, and tuning inter-molecular reach in degradation assays.

Boc-Aminooxy-PEG3

Structure of 252378-66-8

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Category
PROTAC Linker
Molecular Formula
C11H23NO6
Molecular Weight
265.30

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

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Purity
≥95%
Solubility
Soluble in DCM, DMF, DMSO
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]carbamate
Synonyms
t-Boc-Aminooxy-PEG3-alcohol; 2-Methyl-2-propanyl {2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}carbamate; t-Boc-Aminoxy-PEG3-alcohol; tert-butyl (2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)carbamate; [2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]carbamic acid tert-butyl ester; Boc-Aminoxy-PEG3-OH; 3,6,9-Trioxa-2-azaundecanoic acid, 11-hydroxy-, 1,1-dimethylethyl ester; Carbamic acid, N-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]-, 1,1-dimethylethyl ester
Density
1.109±0.06 g/cm3 (Predicted)
InChI Key
MSPPJFIQLDPGQQ-UHFFFAOYSA-N
InChI
InChI=1S/C11H23NO6/c1-11(2,3)18-10(14)12-17-9-8-16-7-6-15-5-4-13/h13H,4-9H2,1-3H3,(H,12,14)
SMILES
CC(C)(C)OC(=O)NOCCOCCOCCO

Boc-Aminooxy-PEG3 is a PEG-based linker building block designed for constructing PROTACs that require an oxyamino handle and controlled linker spacing. Its ether-rich PEG character supports solubility and conformational flexibility, while the protected aminooxy functionality enables selective attachment to partner ligands under standard synthetic conditions. The following sections describe its structure and the practical reactivity considerations relevant to PROTAC assembly.

Structure: Boc-protected aminooxy group is tethered to a short poly(ethylene glycol) chain, providing an ether-rich, flexible scaffold. The molecule contains carbamate and ether linkages, with a protected nucleophilic oxygen suitable for subsequent chemoselective functionalization.

Reactivity: The Boc group is typically removed under mild acid conditions to reveal the aminooxy functionality. The liberated aminooxy can then participate in oxime-related conjugation strategies with carbonyl-containing partners, enabling formation of stable oxime linkages used in PROTAC architectures. Common approaches rely on controlled pH, aqueous-compatible solvents, and careful temperature management to preserve ligand integrity.

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It is commonly abbreviated as: C1V1 = C2V2

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