In 2018,Uno, Brice E.; Deibler, Kristine K.; Villa, Carlos; Raghuraman, Arjun; Scheidt, Karl A. published 《Conjugate Additions of Amines to Maleimides via Cooperative Catalysis》.Advanced Synthesis & Catalysis published the findings.Quality Control of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate The information in the text is summarized as follows:
A cooperative system comprising of a lithium Lewis acid and amine base significantly enhances the rate of the conjugate addition of a wide array of amines such as n-hexan-1-amine, p-tolylmethylamine, morpholine, (S)-Me pyrrolidine-2-carboxylate, etc. to maleimides RX (R = 2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl; X = Ph, Bn, Et, H). This operationally simple, scalable method provides mono-addition products I (Y = n-hexylamino, 4-CH3C6H4CH2NH2, morpholin-4-yl, (2S)-2-[methoxycarbonyl]pyrrolidin-1-yl, etc.) in high yields and purity. This conjugation was successfully applied to the kinase inhibitor crizotinib in a chemoselective ligation to create novel fluorescent probe. In the experiment, the researchers used many compounds, for example, tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Quality Control of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate)
tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Quality Control of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem