t-Boc-N-amido-PEG4-azide

 CAS No.: 940951-99-5  Cat No.: BP-501192  Purity: >97% 4.5  

t-Boc-N-amido-PEG4-azide is a PEG-based, azide-bearing linker designed for PROTAC and targeted protein degradation workflows. Structurally, it contains a terminal azide handle for bioorthogonal conjugation, a PEG4 chain that provides aqueous solubility and conformational flexibility, and a Boc-protected amine (carbamate) to enable controlled coupling during linker synthesis. In PROTAC assembly, the linker’s flexible PEG segment helps spatially separate the ligand-binding warhead(s) from the E3 ligase-recruiting moiety, often improving productive ternary complex formation by reducing steric constraints. The azide group can be used for copper-free or copper-catalyzed azide–alkyne cycloaddition with appropriately functionalized partners, enabling modular construction of degraders. This reagent is valuable for researchers seeking reliable, modular PEG linkers that support systematic structure–activity relationship studies and efficient synthesis of targeted degradation conjugates.

t-Boc-N-amido-PEG4-azide

Structure of 940951-99-5

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Category
PROTAC Linker
Molecular Formula
C₁₅H₃₀N₄O₆
Molecular Weight
362.42
Appearance
Viscous Liquid

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

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Purity
>97%
Appearance
Viscous Liquid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
BocNH-PEG4-CH2CH2N3
InChI Key
IRLDTXAKTZWNJR-UHFFFAOYSA-N
InChI
InChI=1S/C15H30N4O6/c1-15(2,3)25-14(20)17-4-6-21-8-10-23-12-13-24-11-9-22-7-5-18-19-16/h4-13H2,1-3H3,(H,17,20)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCN=[N+]=[N-]

t-Boc-N-amido-PEG4-azide is a PEG-based PROTAC linker building block designed to introduce an azide handle for reliable conjugation to targeting ligands while providing an amide-bearing, conformationally flexible spacer. Its polyethylene glycol segment supports solubility and reduced steric bias, which can improve linker compatibility in targeted protein degradation workflows. The molecule’s functional groups enable modular assembly of PROTAC constructs, and the following sections describe its structure and practical reactivity considerations in detail.

Structure: The linker contains a polyethylene glycol chain terminated by an azide group and an N-amide motif, with a tert-butoxycarbonyl protecting group on the nitrogen. It features ether linkages within the PEG segment and an amide linkage, contributing to flexibility, polarity, and improved aqueous compatibility.

Reactivity: The azide group is suitable for copper-catalyzed azide–alkyne cycloaddition or related click-type conjugations under standard conditions using appropriate catalysts and inert, compatible solvents. The amide and Boc-protected nitrogen allow orthogonal functionalization strategies; Boc deprotection can be performed using established acidolysis methods when access to the free amine is required. Reaction design should prioritize bioorthogonality and stability of the partners during coupling.

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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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