ChemicalBook CAS DataBase List S-Acetyl-PEG3-Azido

S-Acetyl-PEG3-Azido synthesis

6synthesis methods

Product Name:S-Acetyl-PEG3-Azido
CAS Number:1310827-26-9
Molecular formula:C10H19N3O4S
Molecular Weight:277.34

2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol

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10387-40-3 Synthesis

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Yield: 88%

Reaction Conditions:

in acetonitrile at 20; for 4 h;

Steps:

Synthesis of Compound 8 (Azidetetraethylene glycol thioacetate)
Potassium Thioacetate (12.2 g, 107 mmol) was added to a solution of 7 (20 g, 54 mmol) in 100 mE of acetonitrile. The reaction was stirred for 4 hours before at room temperature, a yellow precipitate was formed. Filtering oil the resulting precipitate, the acetonitrile was removed under reduced pressure and the crude product was redissolved in DCM and washed with water (100 mE) and brine (100 mE). The organic phase was dried over Na2504 and was purified using column chromatography (ethyl acetate/hexane 1:1) to obtain 8 as dark orange oil (13 g); reaction yield 88%). 1H NMR (600 MHz, CDC13) ö 2.33 (s,3H); 3.09 (t, 2H, J=7.0 Hz); 3.39 (t, 2H, J=7.0 Hz); 3.57-7.71(m, 12H). 13C NMR (150 MHz, CDC13) ö 29.0, 30.7, 50.8,69.9, 70.2, 70.5, 70.8, 70.9, 195.6. IR (cm-i): 2866, 2098,1688, 1098.

References:

THE GOVERNORS OF THE UNIVERSITY OF ALBERTA;WISHART, David Scott;AZYAT, Khalid;GOLEC, Daniel US2018/86724, 2018, A1 Location in patent:Paragraph 0177