1,1-Dimethylethyl N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]-N-methylcarbamate (99%)

Name: 1,1-Dimethylethyl N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]-N-methylcarbamate            

Molecular Formula: C12H26N2O4 

CAS#: 1449213-68-6 

SMILES: NCCOCCOCCN(C)C(OC(C)(C)C)=O 

MDL#: MFCD32217485 

Catalog#: AMTGC1000-DE22 

Molecular weight: 262.35 g/mol 

Other names: 

• Boc-MeN-PEG2-CH₂CH₂NH₂ 

• tert-butyl N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]-N-methylcarbamate 

• Carbamic acid, N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]-N-methyl-, 1,1-dimethylethyl ester 

Fields of Interest: biomaterials, bioconjugation, drug delivery, medicinal chemistry, and materials science 

Background 

1,1-Dimethylethyl N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]-N-methylcarbamate (CAS 1449213-68-6) is a protected amine-functionalized PEG derivative based on a PEG2 backbone, featuring a terminal primary amine and a Boc-protected secondary methylamine. The polyethylene glycol spacer provides hydrophilicity, flexibility, and compatibility with aqueous and organic environments, while the tert-butoxycarbonyl (Boc) group temporarily masks the secondary amine, enabling selective and stepwise synthetic transformations. Following deprotection, the compound yields a bifunctional amino PEG derivative containing both a primary amine and a secondary methylamine, offering differentiated reactivity for advanced conjugation strategies. This molecule serves as a versatile intermediate within a comprehensive portfolio of functionalized PEGs designed for controlled molecular assembly and linker development.  

Applications 

1,1-Dimethylethyl N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]-N-methylcarbamate is commonly used in bioconjugation, drug delivery, medicinal chemistry, and materials science applications where orthogonal amine protection and controlled PEG spacing are required. Typical uses include preparation of heterobifunctional PEG linkers, selective PEGylation of small molecules and biomolecules, synthesis of pharmaceutical intermediates, and construction of multifunctional building blocks for diagnostics and biomaterials research. The combination of a free primary amine and a Boc-protected secondary amine enables sequential functionalization strategies that are difficult to achieve with conventional diamines. As part of a robust functionalized PEG product line, this compound supports modular design approaches in specialty chemical synthesis and advanced materials development. 

Appearance: Colorless liquid 

Purity: 99% 

Storage: Room Temperature 

Solubility: Dichloromethane, Chloroform, Methanol 

Literature: None found yet for this specific compound, but here are some within the broader field of Boc-protected amino-PEG linkers and orthogonally protected PEG diamines. 

• Knop et al., Angewandte Chemie International Edition (2010), “Poly(ethylene glycol) in Drug Delivery: Pros and Cons as Well as Potential Alternatives”, a foundational review covering PEG-based linker technologies and functional PEG intermediates.  

• Zalipsky, Bioconjugate Chemistry (1995), “Chemistry of Polyethylene Glycol Conjugates with Biologically Active Molecules”, a classic review discussing amino-functionalized PEG reagents and conjugation strategies.