tert-butyl N-[3-[2-(3-aminopropoxy)ethoxy]propyl]carbamate (97%)

Name: tert-butyl N-[3-[2-(3-aminopropoxy)ethoxy]propyl]carbamate (97% purity)

Molecular Formula: C13H28N2O4 

CAS#: 275823-77-3 

SMILES: NCCCOCCOCCCNC(OC(C)(C)C)=O 

MDL#: MFCD04973131 

Catalog#: AMTGC506-BA19 

Molecular weight: 276.376 g/mol 

Other names: 

• N-t-butoxycarbonyl-4,7-dioxa-1,10-decanediamine 

Fields of Interest: PEGylating reagent, medicinal chemistry, organic synthesis 

Background & Applications: 

Background
tert-Butyl N-[3-[2-(3-aminopropoxy)ethoxy]propyl]carbamate (CAS 275823-77-3) is a protected amine-functionalized PEG derivative featuring a short PEG spacer, a terminal Boc-protected primary amine, and a free primary amine at the opposite end. The polyethylene glycol backbone provides hydrophilicity, flexibility, and compatibility with aqueous and biological systems, while the Boc protecting group enables controlled, stepwise synthetic strategies. Upon deprotection under mild acidic conditions, the masked amine becomes available for further conjugation. This dual-amine architecture makes the compound a versatile intermediate within a comprehensive portfolio of functionalized PEGs designed for precise molecular assembly. 

Applications
This Boc-protected diamine PEG derivative (CAS 275823-77-3) is commonly used in bioconjugation, drug delivery, and materials science applications requiring orthogonal reactivity and controlled functional group exposure. Typical uses include stepwise linker construction, preparation of multifunctional intermediates, and selective PEGylation of small molecules, peptides, or polymers. Following deprotection, the compound supports efficient coupling to activated carboxylic acids, NHS esters, and isocyanates. As part of a robust functionalized PEG product line, tert-butyl N-[3-[2-(3-aminopropoxy)ethoxy]propyl]carbamate enables modular design strategies in pharmaceutical research, biomaterials development, and specialty chemical synthesis. 

Appearance: Colorless oil 

Purity: 97% 

Storage: 0-3 °C for long term storage  

Solubility: Soluble in polar organic solvents such as methanol, ethanol, DMSO, and DMF. Limited solubility in nonpolar solvents. 

Literature: 

Reported as a synthetic intermediate in linker and spacer chemistry for medicinal and chemical biology applications. Commonly referenced in protocols involving Boc-protected polyether diamines and bifunctional linker synthesis. 

1. Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 3, p. 1062 – 1075,  https://doi.org/10.1016/j.bmc.2009.12.053
2. MedChemComm, 2019, vol. 10, # 6, p. 1037 – 1041,  https://doi.org/10.1039/c9md00185a10.1039/c9md00185a