tert-Butyl 3-(2-hydroxyethoxy)propanoate

Description

Hydroxy-PEG1-t-butyl ester is a PEG linker containing a hydroxyl group with a t-butyl ester. The hydrophilic PEG spacer increases solubility in aqueous media. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The t-butyl protected carboxyl group can be deprotected under acidic conditions.

The Uses of tert-Butyl 3-(2-hydroxyethoxy)propanoate

tert-Butyl 3-(2-hydroxyethoxy)propanoate is a reactant in the synthesis of hydrophilic aminooxy linked and multivalent disaccharide cellobiose derivatives for chemoselective aldehyde/ketone conjugation

The Uses of tert-Butyl 3-(2-hydroxyethoxy)propanoate

tert-Butyl 3-(2-hydroxyethoxy)propanoate can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and pharmaceutical and chemical production process.

Synthesis

To a solution of anhydrous ethylene glycol (10 g, 161.1 mmol) in anhydrous THF (40 mL) was added sodium metal (62.0 mg, 2.70 mmol) and stirred at room temperature for 2 hours.Add tert-butyl acrylate (6.90, 53.7 mmol) and stir overnight.After quenching with water, the solvent was THF dried under reduced pressure, and extracted with ethyl acetate and water.The organic layer was separated, washed with brine, and dried over Na 2 SO 4.After filtration and evaporation, the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 2:1) to obtain a colorless oil 44 (5.0 g, 26.3 mmol, 49% yield)