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tert-Butyl 3-(2-hydroxyethoxy)propanoate

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tert-Butyl 3-(2-hydroxyethoxy)propanoate Basic information

Product Name:
tert-Butyl 3-(2-hydroxyethoxy)propanoate
Synonyms:
  • tert-Butyl 3-(2-hydroxyethoxy)propanoate
  • HO-PEG1-CH2CH2COOTBU
  • Hydroxy-PEG1-t-butyl ester
  • 3-(2-Hydroxyethoxy)propanoic acid 1,1-dimethylethyl ester
  • 3-(2-Hydroxyethoxy)propanoic acid tert-butyl ester
  • HO-PEG1-t-Butyl ester
  • OH-PEG1-CH2CH2COOtBu
  • Hydroxy-PEG1-(CH2)2-Boc
CAS:
671802-00-9
MF:
C9H18O4
MW:
190.24
Product Categories:
  • peg
Mol File:
671802-00-9.mol
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tert-Butyl 3-(2-hydroxyethoxy)propanoate Chemical Properties

Boiling point:
274.0±15.0 °C(Predicted)
Density 
1.031±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
14.36±0.10(Predicted)
form 
liquid
color 
Yellowish
Water Solubility 
Water: 100 mg/mL (525.65 mM)
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Safety Information

HS Code 
2942000090
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tert-Butyl 3-(2-hydroxyethoxy)propanoate Usage And Synthesis

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.

Uses

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

Uses

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)

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