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ChemicalBook CAS DataBase List Tos-PEG3-CH2CO2tBu

Tos-PEG3-CH2CO2tBu synthesis

4synthesis methods
-

Yield: 84%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20; for 3 h;

Steps:

1 Example Synthesis of Exemplary Compound 11 Step 1
To a mixture of tert-butyl 2-(2-(2-hydroxyethoxy)ethoxy)acetate (1.5 g, 6.8 mmol) and TEA (2.07 g, 20.5 mmol) in DCM (5 mL) was added TsCl (1.95 g, 10.23 mmol) at 0° C. The resulting mixture was warmed to room temperature and stirred for 3 hours. The solution was quenched with water (20 mL), and extracted with DCM. The organic phase was washed with brine (20 mL×2). The organic phase was dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography (CH2Cl2:MeOH 40:1) to give tert-butyl 2-(2-(2-(tosyloxy)ethoxy)ethoxy)acetate (2.14 g, mmol, 84% yield).

References:

Arvinas Operations, Inc.;Genentech, Inc.;Crew, Andrew P.;Wang, Jing;Berlin, Michael;Dragovich, Peter;Chen, Huifen;Staben, Leanna US2019/300521, 2019, A1 Location in patent:Paragraph 0620-0621

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