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ChemicalBook CAS DataBase List Maleimido-Tri(Ethylene Glycol)-Propionic Acid
518044-40-1

Maleimido-Tri(Ethylene Glycol)-Propionic Acid synthesis

3synthesis methods
-

Yield: 75%

Reaction Conditions:

with sodium hydrogencarbonate at 0 - 20; for 1.66667 h;

Steps:

3-(2-{2-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy]ethoxy}ethoxy)propanoic acid
186 mg (555 μmol) of 3-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}propanoic acid trifluoroacetate were dissolved in 2.6 ml of saturated sodium hydrogencarbonate solution and admixed at 0° C. with 86 mg (555 μmol) of N-methoxycarbonylmaleimide. The reaction mixture was stirred at 0° C. for 40 min and at RT for 1 h, then cooled again to 0° C., adjusted to pH 3 with sulphuric acid and extracted 3× with 25 ml of ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated. [1548] 126 mg (75% of theory) of the title compound were obtained. [1549] LC-MS (Method 1): Rt=0.53 min; m/z=302 (M+H)+

References:

Lerchen, Hans-Georg;Hammer, Stefanie;Harrenga, Axel;Kopitz, Charlotte Christine;Nising, Carl Friedrich;Sommer, Anette;Stelte-Luowig, Beatrix;Mahlert, Christoph;Schuhmacher, Joachim;Golfier, Sven;Greven, Simone;Bruder, Sandra US2015/23989, 2015, A1 Location in patent:Paragraph 1547-1549

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