Name: tert-Butyl (2-(2-(2-hydroxyethoxy)ethoxy)ethyl)(methyl)carbamate
Molecular Formula: C12H25NO5
CAS#: 1254119-42-0
SMILES: CN(C(OC(C)(C)C)=O)CCOCCOCCO
MDL#: MFCD32214893
Catalog#: AMTGC443-BC18
Molecular weight: 263.33 g/mol
Other names:
- Boc-MeN-PEG3-OH
- Boc-protected methylamino PEG3 alcohol
- Hydroxy-PEG3-methylamine (Boc-protected)
- tert-Butyl N-[2-(2-(2-hydroxyethoxy)ethoxy)ethyl]-N-methylcarbamate
Fields of Interest: bioconjugation, drug delivery, medicinal chemistry, and materials science
Background & Applications:
Boc-MeN-PEG3-OH is a protected amino-functionalized PEG derivative based on a PEG3 backbone, featuring a terminal primary alcohol and a Boc-protected methylamine. The polyethylene glycol spacer provides hydrophilicity, flexibility, and compatibility with aqueous and organic environments while offering moderate linker length for controlled molecular spacing. The terminal hydroxyl group serves as a versatile synthetic handle for esterification, etherification, oxidation, or conversion to activated leaving groups, while the tert-butoxycarbonyl (Boc) group masks the secondary amine and enables selective, stepwise synthetic transformations. Upon deprotection, the compound yields a hydroxy-functionalized methylamino PEG intermediate suitable for a wide range of conjugation and linker-development applications. This molecule serves as a versatile building block within a comprehensive portfolio of functionalized PEGs designed for modular molecular assembly and orthogonal synthesis. Compounds of this type are commonly described as Boc-protected amino PEG alcohols and are widely used as linker intermediates.
Applications
Boc-MeN-PEG3-OH is commonly used in bioconjugation, drug delivery, medicinal chemistry, and materials science applications where orthogonal functionality and controlled amine protection are required. Typical uses include preparation of heterobifunctional PEG linkers, synthesis of PEGylated intermediates, incorporation of PEG spacers into small molecules and polymers, and stepwise assembly of multifunctional conjugates. The combination of a reactive hydroxyl group and a Boc-protected secondary amine enables selective functionalization at one end of the molecule while preserving the latent amine for subsequent synthetic transformations. As part of a robust functionalized PEG product line, this compound supports modular design strategies in pharmaceutical research, diagnostics, biomaterials development, and specialty chemical synthesis.
Appearance: Pale yellow liquid
Purity: 98%
Storage: Room Temperature
Solubility: Dichloromethane, Chloroform, Methanol
Literature:
- RSC Medicinal Chemistry, 2025, vol. 16, # 8, p. 3495 – 3506