Name: Ethyl (2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)carbamate
Molecular Formula: C11H22N4O5
CAS#: None found
SMILES: O=C(OCC)NCCOCCOCCOCCN=[N+]=[N-]
MDL#: None found
Catalog#: AMTGC1165-EA23
Molecular weight: 290.32 g/mol
Other names:
- Ethyl N-[2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl]carbamate
- Azido-PEG4 ethyl carbamate
- PEG4 azide carbamate linker
Fields of Interest: bioconjugation, drug delivery, materials science
Background & Applications:
Background
Ethyl (2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)carbamate is a protected azide-functionalized PEG derivative based on a PEG4 backbone, featuring a terminal azide group and an ethyl carbamate-protected amine. The polyethylene glycol spacer provides hydrophilicity, flexibility, and compatibility with aqueous and biological environments, while the carbamate functionality offers a stable, neutral protecting group that can modulate amine reactivity in multistep synthesis. The azide group enables efficient bioorthogonal click chemistry, including CuAAC and strain-promoted azide–alkyne cycloaddition, allowing site-specific conjugation. This compound serves as a versatile intermediate within a robust portfolio of functionalized PEGs designed for controlled and modular molecular assembly.
Applications
This carbamate-protected azido PEG linker is commonly used in bioconjugation, drug delivery, and materials science applications where orthogonal reactivity and staged functional group control are required. Typical uses include stepwise synthesis of multifunctional PEG linkers, preparation of intermediates for PEGylated pharmaceuticals or biomaterials, and click-based attachment of PEG chains to small molecules, polymers, or surfaces. Following appropriate deprotection or transformation, the resulting PEG amine can participate in coupling reactions with activated carboxylic acids, NHS esters, or isocyanates. As part of a comprehensive functionalized PEG product line, this compound supports modular design strategies for advanced chemical synthesis, diagnostics, and specialty materials development.
Appearance: Pale-yellow liquid
Purity: 98%
Storage: -20 °C
Solubility: Dichloromethane, Chloroform, Methanol
Literature: None yet published
