t-Boc-N-amido-PEG6-azide

 CAS No.: 1292268-15-5  Cat No.: BP-500468  Purity: >97% 4.5  

t-Boc-N-amido-PEG6-azide is a heterobifunctional PEG linker with an N-protected amine and an azide. Structurally, it contains a PEG6 chain connecting an N-Boc-protected primary amine to a terminal azide. The azide enables CuAAC or SPAAC, whereas acid-mediated N-Boc removal exposes a primary amine for amide, urea, carbamate, or sulfonamide formation. In PROTAC and related targeted protein degradation research, the two differentiated ends allow a click step and an amine-coupling step to be planned sequentially during degrader or probe assembly. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

t-Boc-N-amido-PEG6-azide

Structure of 1292268-15-5

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Category
PROTAC Linker
Molecular Formula
C₁₉H₃₈N₄O₈
Molecular Weight
450.53

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

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Purity
>97%
Solubility
DMSO, DCM, DMF
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-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
BocNH-PEG6-CH2CH2N3
InChI Key
NICFUXNQYXFEQA-UHFFFAOYSA-N
InChI
InChI=1S/C19H38N4O8/c1-19(2,3)31-18(24)21-4-6-25-8-10-27-12-14-29-16-17-30-15-13-28-11-9-26-7-5-22-23-20/h4-17H2,1-3H3,(H,21,24)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

t-Boc-N-amido-PEG6-azide is a polyethylene glycol-based, azide-functional linker designed for modular assembly of PROTACs and other targeted protein degradation constructs. Its PEG character supports aqueous solubility and conformational flexibility, while the azide handle enables selective conjugation to complementary partners under bioorthogonal conditions. The Boc-protected amide motif provides a protected functionality that can be carried through synthesis and then unmasked when needed. Detailed structural and reactivity considerations for PROTAC linker integration are provided below.

Structure: This linker contains a PEG chain bearing an azide terminal group and an N-amido functionality protected as a Boc carbamate. It features ether linkages within the PEG backbone, an amide bond, and a carbamate protecting group, yielding a flexible, polar scaffold with favorable solvation behavior.

Reactivity: The azide group is suited for copper-free or copper-catalyzed azide–alkyne cycloaddition, enabling efficient formation of stable triazole linkages to alkyne-functional warheads or E3 ligands. Boc-protected amides are typically deprotected under standard acid-mediated conditions to reveal reactive amines for subsequent coupling. Use compatible solvents such as polar aprotic media for synthesis, and select conditions that preserve sensitive functional groups during PROTAC assembly.

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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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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