t-Boc-N-amido-PEG2-azide

 CAS No.: 950683-55-3  Cat No.: BP-500792  Purity: ≥ 98% (HPLC) 4.5  

t-Boc-N-amido-PEG2-azide is a protected, bifunctional polyethylene glycol linker featuring a terminal azide for bioorthogonal conjugation and a Boc-protected amide handle for controlled coupling chemistry. Structurally, it combines a short PEG spacer (two ethylene glycol units) with an N-amide connectivity motif, providing both aqueous solubility and conformational flexibility while maintaining a defined attachment point to other PROTAC fragments. In targeted protein degradation workflows, the azide enables efficient installation of the linker into larger constructs via azide–alkyne cycloaddition (or related azide-reactive chemistries), allowing researchers to position a recruiting ligand and an E3 ligase-binding moiety at an optimized distance and orientation. The PEG2 segment can reduce steric clashes and improve solubility of conjugates, facilitating synthesis, purification, and downstream biological evaluation. As a modular building block, it supports rapid PROTAC linker optimization and systematic structure–activity studies.

t-Boc-N-amido-PEG2-azide

Structure of 950683-55-3

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Category
PROTAC Linker
Molecular Formula
C11H22N4O4
Molecular Weight
274.30
Appearance
Light yellow oil

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

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Purity
≥ 98% (HPLC)
Appearance
Light yellow oil
Storage
Store at 2-8 °C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-[2-(2-azidoethoxy)ethoxy]ethyl]carbamate
Synonyms
tert-butyl {2-[2-(2-azidoethoxy)ethoxy]ethyl}carbamate; Boc-NH-PEG(2)-N3
InChI Key
MEZSEFQCLYODJG-UHFFFAOYSA-N
InChI
InChI=1S/C11H22N4O4/c1-11(2,3)19-10(16)13-4-6-17-8-9-18-7-5-14-15-12/h4-9H2,1-3H3,(H,13,16)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCN=[N+]=[N-]

t-Boc-N-amido-PEG2-azide, provides a PEG-based spacer bearing an azide handle and an amide functionality protected as a Boc carbamate. The flexible ether-rich segment supports productive geometry between ligand modules, while the azide enables bioorthogonal conjugation strategies commonly used in targeted protein degradation workflows. The protected amide improves synthetic handling and selectivity during assembly; detailed structural and reactivity guidance follows below.

Structure: The linker contains an ether-rich PEG segment that imparts conformational flexibility, coupled to an azide substituent for downstream conjugation. An amide linkage connects the PEG region to a Boc-protected nitrogen functionality, providing a stable carbamate protecting group and defined hydrogen-bonding capacity.

Reactivity: The azide group is suited for copper-free or copper-catalyzed azide–alkyne cycloaddition, enabling attachment to alkyne-bearing PROTAC ligands under mild, bioorthogonal conditions. The Boc-protected amide nitrogen can be deprotected using standard acidolysis reagents to reveal a reactive amine for amide coupling. Assembly typically employs dry, inert or appropriately buffered solvents and purification-compatible coupling chemistries to maintain linker integrity.

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L

* 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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