Description
Propargyl-PEG2-amine is a crosslinker that is reactive with NHS esters, carbonyls (carboxylic acid, ketone, aldehyde). The propargyl group can participate in copper catalyzed azide-alkyne Click Chemistry reaction to form a stable triazole linkage.
Synthesis
The general procedure for the synthesis of 2-(2-(prop-2-yn-1-yloxy)ethoxy)ethylamine from the compound (CAS:1245006-63-6) is as follows: General method: polymer-loaded triphenylphosphine (1.15 eq.) was added to an anhydrous tetrahydrofuran (THF) solution of azide alkynes S3. Subsequently, the reaction mixture was stirred at room temperature for 48 hours. Next, deionized water (1 mL) was added to the flask and the resulting mixture was continued to be stirred at room temperature for 48 hours. Upon completion of the reaction, the mixture was filtered through a bed of diatomaceous earth to collect insoluble solids and washed with ethyl acetate (25 mL). Finally, the combined filtrates were concentrated under reduced pressure to give the target product aminoalkynes 6.
References
[1] Molecules, 2013, vol. 18, # 9, p. 11639 - 11657
[2] Journal of the American Chemical Society, 2010, vol. 132, # 36, p. 12711 - 12716
[3] Drug Design, Development and Therapy, 2018, vol. 12, p. 987 - 995
[4] Journal of Porphyrins and Phthalocyanines, 2013, vol. 17, # 1-2, p. 104 - 117
